MXPA00010965A - 2-(2-chlorophenyl)-3,4-dihydro-2h-pyrrol derivatives - Google Patents

Abstract

The invention relates to novel 2-(2-chlorophenyl)-3,4-dihydro-2H-pyrrol derivatives of formula (I) in which Ar represents substituted phenyl. The invention also relates to a number of methods for producing said derivatives and to their use as pesticides.

Description

DERIVATIVES OF 2 - (2-CHLOROPHENYL) -3, 4 -DIHIDRO-2H-PIRROL FIELD OF THE INVENTION The invention relates to novel 2- (2-chlorophenyl) -3,4-dihydro-2H-pyrrole derivatives, to various processes for their preparation and to their use as pesticidal agents.

BACKGROUND OF THE INVENTION Only a small number of cyclic a, di-phenylimines have been reported: three 2,5-di-phenyl-1-pyrrolines, alkoxy-substituted, on the 2-phenyl ring [5] - (2,5-dimethoxyphenyl) -2-phenyl-3, -dihydro-2H-pyrrole and 5- (4-methoxyphenyl) -2- phenyl-3, -dihydro-2H-pyrrole by the publication Chem, Ber. 96, 93 (1963) the corresponding 4-propoxy-compound by the publication J. Pra t. Chem., Series 4, 1, 57 (1955)] as well as the 2, 6-phenyl-3, 4, 5, 6-tetrahydropyridine without further substitution [see for example Bull. Soc. Chim. Fr. 1974, 258 u. Chem. Ber. 116, 3931 (1983)]. Nothing has been made known about the suitability for use as pesticide agents.

REF .: 124518 Detailed description of the invention We have now found new 2- (2-chlorophenyl) -3, -dihydro-2H-pyrrole derivatives of the formula (I) where Ar means the rest where it means 0, 1, 2, 3 or 4, R1 means halogen, cyano, trialkylsilyl -CO-NR R5, tetrahydropyranyl or means the following groupings (I) -XA () -BZD (n) -YE, R 'means hydrogen, halogen, cyano, nitro, alkyl, alkoxy, halogen-alkyl, halogenoalkoxy, alkoxyalkoxy or -S (0) 0R3, or means 0, 1 or 2, R3 means alkyl or haloalkyl, R4. and R5, independently of one another, mean hydrogen, alkyl, halogen-alkyl or phenyl or substituted phenylalkyl respectively, respectively, if desired, one or more times from the remainder of the list W1, X means a direct bond, oxygen, sulfur, carbonyl, carbonyloxy, oxycarbonyl, alkylene, alkenylene, alkynylene, alkyleneoxy, oxyalkylene, thioalkylene, alkylenedioxy or dialkylsilylene, A means phenyl, naphthyl or tetrahydronaphthyl respectively substituted one or more times, if appropriate by residues of list 1 or means heterocyclyl, with one or more heteroatoms of the series consisting of nitrogen, oxygen and sulfur, containing 1 or 2 aromatic rings, with 5 to 10 members, respectively substituted one or more times by Remainder of the list W2, B means p-phenylene, optionally substituted once or twice, by radicals of the list W1, Z means oxygen or sulfur, D means hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl or cycloalkylalkyl respectively substituted, if appropriate, by halogen, by alkyl, by alkenyl, by haloalkenyl, by phenyl, by styryl, by halogen ilo or by halogenaryl, means cycloalkenyl or cycloalkenylalkyl substituted respectively by halogen or by alkyl, means phenylalkyl, naphthylalkyl, tetrahydronaphthalylalkyl or hetarylalkyl, with 5 or 6 members on the ring, with 1 or 2 heteroatoms of the series consisting of nitrogen, Oxygen and sulfur, respectively substituted, if appropriate, by nitro, by halogen, by alkyl, by alkoxy, by haloalkyl or by haloalkoxy, means -CO-R6, -CO-NR7R8 or means the group - (CH2) p- (CR9R10) q- (CH2) rG or Z and D together represent phenoxyalkyl optionally substituted by nitro, by halogen, by alkyl, by alkoxy, by haloalkyl or by haloalkoxy, and means a direct bond, oxygen, sulfur, carbonyl, carbonyloxy, oxycarbonyl , alkylene, alkenylene, alkynylene, alkyleneoxy, oxyalkylene, thioalkylene, alkylenedioxy or means p-phenylene optionally substituted once or twice by the remains of the list W1, E means hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl, each optionally substituted by halogen, by alkyl, by alkenyl, by haloalkenyl, by phenyl, by styryl, by halogen phenyl or by halogenarylmeans cycloalkenyl substituted, where appropriate, by halogen or alkyl, represents phenyl optionally substituted one to four times by radicals from the list W1 or means hetaryl with 1 or 2 heteroatoms of the series consisting of nitrogen, oxygen and sulfur, with 5 or 6 members, respectively substituted one to four times by residues of the list W2, or means the grouping - (CH2) p- (CR9R10) q- (CH2) rG R6 means alkyl, alkoxy, alkenyl alkenyloxy, cycloalkyl, cycloalkyloxy or cycloalkylalkyloxy substituted, where appropriate, by halogen, by alkyl, by alkenyl, by haloalkyl or by haloalkenyl or by phenyl or naphthyl respectively substituted, if appropriate by nitro, by halogen, by alkyl, by alkoxy, by halogenalkyl or halogenalkoxy, R7 means hydrogen or alkyl, R8 means substituted alkyl, halogenalkyl, cycloalkyl or cycloalkylalkyl respectively Where appropriate, it is halogen, alkyl, alkenyl, haloalkyl or haloalkenyl or represents phenyl or phenylalkyl substituted, where appropriate, by halogen, alkoxy, alkyl, haloalkyl or haloalkoxy, p, qyr, independently of one another , meaning 0, 1, 2 or 3, the sum being less than 6, R9 and R10, independently of each other, means hydrogen or alkyl, G means cyano, means a heterocycle, with 1 to 3 heteroatoms the same or different from the series formed by nitrogen, oxygen and sulfur, with 5 or 6 members, optionally substituted by halogen, by alkyl or by haloalkyl and substituted at the linking point, if appropriate by the radical R11, or means one of the following groupings (a) - CO - R11 (b) - CO - OR12 (c) - CO - NR13R14 (d) - CS - NR13R14 (e) - C = N - R15 R " 0) 17 ^ = N- R? R? 00 C = N- R 17 ir.1? R11 means hydrogen, alkyl, alkenyl, haloalkyl, haloalkenyl, cycloalkyl optionally substituted by halogen, by alkyl or by haloalkyl or means substituted phenyl optionally from one to five times for alkylcarbonylamino, for alkylcarbonylalkylamino, and / or for radicals from list 3, R12 means hydrogen, alkyl, alkenyl, haloalkyl, haloalkenyl, cycloalkyl or cycloalkylalkyl, respectively substituted, if appropriate, by halogen, alkyl or by haloalkyl or means arylalkyl optionally substituted from one to five times by radicals W3, R13 and R14 independently of each other means hydrogen, alkyl, alkenyl, haloalkyl, haloalkenyl, alkoxy, cycloalkyl or cycloalkylalkyl respectively substituted by halogen, by alkyl or by haloalkyl, mean substituted aryl or arylalkyl respectively in ac or given one to five times by the remains of list 3, they mean -OR12 or -NR11R12 or together they mean an alkylene chain with 2 to 6 members, in which a methylene group is replaced by oxygen, R15 means -OR12 , -NR1XR12 or -N (R11) -COOR12, R16, R17 and R18, independently of each other, mean alkyl, W1 means hydrogen, halogen, cyano, formyl, nitro, alkyl, trialkylsilyl, alkoxy, haloalkyl, haloalkoxy, haloalkenyloxy, alkylcarbonyl , alkoxycarbonyl, pentafluorium or W stands for halogen, cyano, formyl, nitroalkyl, trialkylsilyl, alkoxy, haloalkyl, haloalkoxy, alkylcarbonyl, alkoxycarbonyl, pentafluorium, -S (0) oR or -C (R11) = N-R15, W3 means halogen, cyano , nitro, alkyl, alkoxy, haloalkyl, haloalkoxy, dialkylamino, -S (0) or R3, -COOR19 or -CONR20R21, R19 means hydrogen, alkyl, haloalkyl, cycloalkyl optionally substituted by halogen, by alkyl or by haloalkyl or means phenyl optionally substituted by a Four times, by radicals W4, R20 and R21, independently of one another, are hydrogen, alkyl, alkenyl, haloalkyl, haloalkenyl, alkoxy, cycloalkyl or cycloalkylalkyl, each optionally substituted by halogen, by alkyl or by haloalkyl or aryl or arylalkyl respectively substituted one to five times by residues of list 4, respectively -OR 16 or -NR 17 R 18 together mean an alkylene chain with 2 to 6 members, in which a methylene group is optionally replaced by Oxygen and W4 means halogen, cyano, nitro, alkyl, alkoxy, haloalkyl, haloalkoxy, dialkylamino, alkoxycarbonyl, dialkylaminocarbonyl or -S (0) or R3. The compounds of the formula (I) can also have, as a function of the type or substituents, geometric and / or optical isomers or as mixtures of isomers, in a variable composition, which can be separated, if appropriate, in the customary manner. Both the pure isomers and also the mixtures of the isomers, their preparation and their use, as well as the agents containing them, constitute an object of the present invention. In the following, however, the compounds of the formula (I) will always be discussed, even if both the pure compounds and, where appropriate, mixtures with variable proportions of the isomeric compounds are to be indicated. It has also been found that the novel compounds of the formula (I) are obtained according to one of the methods described below. A) Cyclic imines of the formula (I) can be obtained wherein Ar has the meanings indicated above, if a) amino ketone derivatives of the formula (VIII) are reacted wherein Ar has the meanings indicated above, with an acid and then, if appropriate, subjected to a cyclocondensation in the presence of an acid-binding agent, or b) the nitro group of nitroketones of the formula (XVIII) is reduced where Ar has the meanings indicated above, where (II) (0 an amino ketone of the formula (II), which, however, is subjected to a cyclocondensation, especially in an acid medium, is present in an intermediate manner to give (I), or c) imines of the formula (XXVII) are hydrolyzed (XXVII) wherein Ar has the meanings indicated above, with aqueous acids (ID (D where an amino ketone of the formula (11) is presented in an intermediate manner but which is nevertheless subjected in situ to a cyclocondensation to give (I). B) Cyclic imines of the formula (1) / can also be prepared if cyclic O-methylsulphonyloxyls of the formula (III) are reacted wherein Ar has the meanings indicated above, with aryl-Grignard compounds of the formula (IV) wherein Hal means bromine or iodine, in the presence of a diluent. C) The cyclic imines of the formula (I-b) can be obtained where m has the meanings indicated above, , 1-1 means A or means one of the following groupings (m) -B-Z- D where A, B, D, E, 1 and Z have the meanings indicated above and R2"1" means hydrogen, fluorine, cyano, nitro, alkyl, alkoxy halogenoalkyl, halogenoalkoxy, alkoxyalkoxy or -SR3, where R3 has the meanings indicated above, if compounds of the formula (V) are coupled where R and have the meanings indicated above and.

X1 means bromine, iodine or -OS02CF3. with boronic acids of the formula (VI) R1_1B (OH) 2 (VI) wherein R has the meanings stated above, in the presence of a catalyst and in the presence of an acid accepting agent and in the presence of a solvent. D) The cyclic imines of the formula (I-c) can be obtained where R2 and m have the meanings indicated above, Ri-z means one of the following groupings (m-b) -B-Z-D1 (n-b) -Y ^ E1 in which B and Z have the meanings indicated above, Y1 means oxygen or sulfur and D1 and E1 mean the grouping wherein R9, R10, G, p, q and r have the meanings indicated above, if cyclic imines of the formula (I-d) are condensed wherein R2 and m have the meanings indicated above and R means one of the following groupings (m-c) -B-Z-H (n-c) -Y1-H in which B, Y1 and Z have the meanings indicated above, with compounds of the formula (VII) Ab- (CH2) p- (CRR,? Xo?) < q- (CH2) r-G (VII) wherein R9, R10, G, p, q and r have the meanings given above and Ab means a dissociable group. E) The cyclic imines of the formula (I-e) can be obtained where R2 and m have the meanings indicated above, R1-4 means a grouping, containing residues G, of the description of the compounds according to the invention of the formula (I), wherein G means one of the groupings (e) to (k) mentioned above, by means of conventional derivatization and generally known of the corresponding keto derivatives, of the derivatives of carboxylic acids or nitriles, ie compounds of the formula (I), in which G means cyano or one of the groupings (a) to (d). F) Cyclical formulas of the formula (I-f) can be obtained wherein R1 has the meanings indicated above, if, in the first step a) the O-chloroacetophenone of the formula (F-I) is reacted with dimethylmethylammonium chloride of the formula; (F-II) to give the compound of the formula (F-III) and this, is a second stage, ß) is reacted with benci Icianuros of the formula (F-IV) wherein R1 has the meaning indicated above, to give compounds of the formula (F-V) (F-V) which, in the next step, d) are derivatized with sodium hydroxide lye / H202 to give the compounds of the formula (F-VI) wherein R1 has the meanings stated above and these, in a subsequent step?) are cyclized by reaction with PIFA (1,1-bis (trifluoroacetoxy) iodobenzene) of the formula (F-VII) to give the cyclic imines of the formula (I-f). G) The cyclic sheets of the formula (I) can be obtained (I) in which Ar has the meanings indicated above, if, in a first step, a) arylbutyrolactams of the formula (XI) are reacted with o-chlorobenzoyl chloride to give compounds of the formula (G) I and these, in a second stage, ß) are reacted with methyl o-chlorobenzoate to give the compounds of the formula G (II) which, in a subsequent step d) are reacted with HBr / glacial acetic acid to give compounds of the formula (I) It has also been found that the novel compounds of the formula (I) exhibit, with good compatibility with respect to the plants, a very good activity as pesticide agents, especially against arthropods in agriculture as well as against parasites in the maintenance of the animals. useful and company. The compounds according to the invention are generally defined by the formula (I). The substituents or the preferred ranges of the radicals indicated in the above formulas or which will be cited below, are explained below. Preferably, Ar means the rest Preferably, m means 0, 1, 2, 3. Preferably, R 1 means a substituent in the meta or para position of the series consisting of hydrogen, halogen, cyano, tri- (C 1-6 -alkyl) -silyl, -CO-NR4R5, tetrahydropyranyl or one of the following groupings (1) -XA (m) -BZD (n) -YE.

Preferably, R means hydrogen, halogen, cyano, nitro, alkyl having 1 to 16 carbon atoms, alkoxy with 1 to 16 carbon atoms, halogenalkyl with 1 to 6 carbon atoms, halogenalkoxy with 1 to 6 carbon atoms, alkoxy with 1 to 8 carbon atoms-alkoxy with 1 to 8 carbon atoms or -S (0) or R3. Preferably, 0 means 0, 1 or 2. Preferably, R3 means alkyl having 1 to 6 carbon atoms, optionally substituted by fluorine or chlorine. Preferably, R4 and R5 mean, independently of one another, hydrogen, alkyl having 1 to 6 carbon atoms, haloalkyl having 1 to 6 carbon atoms or meaning phenyl or phenyl-alkyl having 1 to 4 carbon atoms, respectively substituted; one to three times, for residues of the list 1. Preferably, X means a direct bond, oxygen, sulfur, carbonyl, carbonyloxy, oxycarbonyl, alkylamino with 1 to 4 carbon atoms, alkenylene with 2 to 4 carbon atoms, alkynylene with 2 to 4 carbon atoms, alkyleneoxy with 1 to 4 carbon atoms, oxyalkylene with 1 to 4 carbon atoms, thioalkylene with 1 to 4 carbon atoms carbon, alkylenedioxy with 1 to 4 carbon atoms or di-alkylsilylene with 1 to 4 carbon atoms. Preferably, A means phenyl, naphthyl or tetrahydronaphthyl respectively substituted one to four times by residues of list 1 or means heterocyclyl with 1 to 4 heteroatoms, containing 1 or 2 aromatic rings with 5 to 10 members, respectively substituted in case given one to four times, for residues in list 2, containing 0 to 4 nitrogen atoms, 0 to 2 oxygen atoms and 0 to 2 sulfur atoms, (especially furyl, benzofuryl, thienyl, benzothienyl) , oxazolyl, benzoxazolyl, thiazolyl, benzothiazolyl, pyrrolyl, pyridyl, pyrimidyl, 1,3,5-triazinyl, quinolinyl, isoquinolinyl, indolyl, purinyl, benzodioxolyl, indanyl, benzodioxanyl or chromanyl). Preferably, B means p-phenylene, optionally substituted once or twice, by residues from list 1. Preferably, Z means oxygen or sulfur.

Preferably, D means hydrogen, alkyl with 1 to 16 carbon atoms, alkenyl with 2 to 16 carbon atoms, alkynyl with 2 to 6 carbon atoms, haloalkyl with 1 to 16 carbon atoms, haloalkenyl with 2 to 16 carbon atoms. carbon, cycloalkyl with 3 to 8 carbon atoms or cycloalkyl with 3 to 8 carbon atoms-alkyl having 1 to 6 carbon atoms substituted, if appropriate, by halogen, by alkyl with 1 to 4 carbon atoms, by alkenyl with 2 to 4 carbon atoms, by haloalkenyl with 2 to 4 carbon atoms, by phenyl, by styryl, by halogen phenyl or by halogenaryl, means cycloalkenyl with 5 to 8 atoms of carbon or cycloalkenyl with 5 to 8 carbon atoms-alkyl having 1 to 4 carbon atoms substituted, where appropriate, by halogen or by alkyl with 1 to 4 carbon atoms, means phenyl-alkyl with 1 to 6 carbon atoms, C 1 -C 6 -naphthylalkyl, C 1 -C 6 -hetahydronaphtylalkyl or C 1-6 -aryl-C 1 -alkyl with 5 or 6 members in the ring with 1 or 2 heteroatoms of the series consisting of nitrogen, oxygen and sulfur, respectively substituted by nitro, by halogen, by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by haloalkyl with 1 to 6 carbon atoms or by haloalkoxy with 1 to 6 atoms d carbon (especially furylmethyl, thienylmethyl, pyrrolylmethyl, oxazolylmethyl, isoxazolylmethyl, thiazolylmethyl or pyridylmethyl), means -CO-R6, -C0-NR7R8 or means the group - (CH2) P- (CR9R10) q- (CH2) X-G.

Preferably, Z and D also represent phenoxyalkyl with 1 to 4 carbon atoms, optionally substituted respectively by nitro, by halogen, by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms. carbon, by halogenalkyl with 1 to 6 carbon atoms or by haloalkoxy with 1 to 6 carbon atoms. Preferably, Y means a direct bond, oxygen, sulfur, carbonyl, carbonyloxy, oxycarbonyl, alkylene with 1 to 4 carbon atoms, alkenylene with 2 to 4 carbon atoms, alkynylene with 2 to 4 carbon atoms, alkyleneoxy with 1 to 4 carbon atoms. carbon atoms, oxyalkylene with 1 to 4 carbon atoms, thioalkylene with 1 to 4 carbon atoms, alkylene dioxy with 1 to 4 carbon atoms or p-phenylene, optionally substituted once or twice by residues from list 1. Preferably, E means hydrogen, alkyl having 1 to 16 carbon atoms, alkenyl with 2 to 16 carbon atoms, alkynyl with 2 to 6 carbon atoms, halogenoalkyl with 1 to 16 carbon atoms, haloalkenyl with 2 to 16 carbon atoms , cycloalkyl with 3 to 8 carbon atoms, optionally substituted by halogen, by alkyl with 1 to 4 carbon atoms, by alkenyl with 2 to 4 carbon atoms, by halogenalkenyl with 2 to 4 carbon atoms, by phenyl, by Styrilo Halogen phenyl or halogenaryl means cycloalkenyl having 5 to 8 carbon atoms, optionally substituted by halogen or by alkyl having 1 to 4 carbon atoms, phenyl being optionally substituted one to four times by residues of the W1 list or means hetaril with 5 or 6 members,. with 1 or 2 heteroatoms of the series consisting of nitrogen, oxygen and sulfur, each optionally substituted one to four times by radicals from list 2 (especially furyl, thienyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl or pyridyl) or the grouping - (CH2) p- (CR9R10) q- (CH2) rG. Preferably R6 means alkyl of 1 to 12 carbon atoms, alkoxy of 1 to 12 carbon atoms, alkenyl of 2 to 12 carbon atoms, alkenyloxy of 2 to 12 carbon atoms, cycloalkyl of 3 to 8 carbon atoms, cycloalkyloxy with 3 to 8 carbon atoms or cycloalkyl with 3 to 8,000 carbon atoms-alkyloxy with 1 to 6 carbon atoms substituted, where appropriate, by halogen, with alkyl of 1 to 4 carbon atoms, alkenyl with 2 a 4 carbon atoms, by halogenalkyl with 1 to 4 carbon atoms or by halogenalkenyl with 2 to 4 carbon atoms or means phenyl or naphthyl respectively substituted one to four times by nitro, by halogen, by alkyl with 1 to 12 carbon atoms, by alkoxy with 1 to 12 carbon atoms, by halogenalkyl with 1 to 12 carbon atoms or by haloalkoxy with 1 to 12 carbon atoms. Preferably, R7 signifies hydrogen or alkyl having 1 to 12 carbon atoms. Preferably, R8 means alkyl with 1 to 12 carbon atoms, haloalkyl with 1 to 12 carbon atoms, cycloalkyl with 3 to 8 carbon atoms or cycloalkyl with 3 to 8 'carbon atoms-alkyl with 1 to 6 carbon atoms substituted respectively, where appropriate, by halogen, by alkyl having 1 to 4 carbon atoms, by alkenyl having 2 to 4 carbon atoms, by halogenalkyl having 1 to 4 carbon atoms or by halogenalkenyl having 2 to 4 carbon atoms or means phenyl or phenyl-alkyl having from 1 to 6 carbon atoms, each optionally substituted one to four times, by halogen, -alkyl with 1 to 12 carbon atoms, by alkoxy with 1 to 12 carbon atoms per haloalkyl with 1 to 12 carbon atoms, or by haloalkoxy with 1 to 12 carbon atoms. Preferably, p, q and r mean, independently of each other, 0, 1, 2 or 3, their sum being less than 6. Preferably, R9 and R10 mean, independently of each other, hydrogen or alkyl having 1 to 4 carbon atoms. Preferably, G means cyano, means a heterocycle with 1 to 3 heteroatoms the same or different from the series formed by nitrogen, oxygen and sulfur, with 5 or 6 members, optionally substituted one to three times by halogen, by alkyl with 1 to 4 carbon atoms or by haloalkyl with 1 to 4 carbon atoms and optionally substituted at the of linking by the residue R11 (especially 5,6-dihydrodioxazin-2-yl, 3-pyridyl, 3-furyl, 3-thienyl, 2-thiazolyl, 5-thiazolyl, 2-dioxolanyl, 1,3-dioxan-2 ilo, 2-dithiolanyl, 1,3-dithian-2-yl or 1,3-thioxan-2-yl) or one of the following groupings: (a) - CO-R 11 (b) -CO-OR 12 (c) -CO-R13R14 (d) - CS- NR, 3R14 0); = N- R17) R 16 Preferably, R means hydrogen, alkyl having 1 to 6 carbon atoms, alkenyl having 2 to 6 carbon atoms, halogenalkyl having 1 to 4 carbon atoms, halogenalkenyl having 2 to 6 carbon atoms, cycloalkyl having 3 to 6 carbon atoms optionally substituted by halogen, by alkyl having 1 to 4 carbon atoms or by halogenalkyl having 1 to 4 carbon atoms or means phenyl optionally substituted one to five times by alkylcarbonylamino with 1 to 4 carbon atoms, alkylcarbonyl with 1 to 4 carbon atoms-alkylamino having 1 to 4 carbon atoms and / or residues of the list 3. Preferably, R 12 signifies hydrogen, alkyl having 1 to 4 carbon atoms, alkenyl having 2 to 6 carbon atoms, halogenalkyl with 1 to 4 carbon atoms, halogenalkenyl with 2 to 6 carbon atoms, cycloalkyl with 3 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms-alkyl with 1 to 4 carbon atoms substituted respectively if appropriate by halogen, by alkyl with 1 to 4 carbon atoms or by haloalkyl with 1 to 4 carbon atoms or means aryl with 6 to 10 carbon atoms-alkyl with 1 a. 4 carbon atoms optionally substituted one to four times by radicals from the list W3 (especially phenyl-C 1-4 -alkyl or naphthyl-C 1-4 -alkyl). Preferably, R 13 and R 14 mean, independently of one another, hydrogen, alkyl having 1 to 4 carbon atoms, alkenyl having 3 to 6 carbon atoms, halogen alkyl having 1 to 4 carbon atoms, halogenalkenyl having 3 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms, cycloalkyl with 3 to 6 carbon atoms or cycloalkyl with 3 * to 6 carbon atoms-alkyl having 1 to 4 carbon atoms substituted, where appropriate, by halogen, with alkyl having 1 to 4 carbon atoms of carbon or by halogen alkyl with 1 to 4 carbon atoms, meaning phenyl or phenyl-alkyl with 1 to 4 carbon atoms, respectively substituted one to five times by residues of list 3, respectively, means -O-R12 or - NR1XR12 or together they mean an alkylene chain with 4 to 6 members, in which a methylene group is replaced by oxygen if necessary. Preferably, 15 if gni f i ca -OR1, -NR H1 1nR12, i or -N (R1111) • -COOR, 1J2 Preferably, R 16 R 17 and R 18 mean, independently of each other, alkyl having 1 to 6 carbon atoms. Preferably, 1 means hydrogen, halogen, cyano, formyl, nitro, alkyl having 1 to 6 carbon atoms, tri-alkylsilyl with 1 to 4 carbon atoms, alkoxy with 1 to 16 carbon atoms, haloalkyl with 1 to 6 carbon atoms. carbon, halogenalkoxy with 1 to 6 carbon atoms, halogenoalkenyloxy with 2 to 6 carbon atoms, alkylcarbonyl with 1 to 6 carbon atoms, alkoxycarbonyl with 1 to 16 carbon atoms, pentafluortium or -S (0.}. oR3. W2 means halogen, cyano, formyl, nitro, alkyl having 1 to 6 carbon atoms, tri-alkylsilyl with 1 to 4 carbon atoms, alkoxy with 1 to 16 carbon atoms, haloalkyl with 1 to 6 carbon atoms, halogenalkoxy with 1 to 6 carbon atoms, alkylcarbonyl with 1 to 6 carbon atoms, alkoxycarbonyl with 1 to 16 carbon atoms, pentafluortium, -S (0) or R3 or -C (R11) = N-R15 .Preferably, 3 means halogen, cyano, nitro, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon volumes, halogenoalkyl having 1 to 4 carbon atoms, halogenoalkoxy having 1 to 4 carbon atoms, dialkylamino having 1 to 4 carbon atoms, -S (0) OR3, -COOR19 or -CONR20R21. Preferably, R 19 denotes hydrogen, alkyl having 1 to 4 carbon atoms, halogen with 1 to 4 carbon atoms, cycloalkyl with 3 to 7 carbon atoms, optionally substituted by halogen, with alkyl having 1 to 4 carbon atoms or halogenalkyl with 1 to 4 carbon atoms or means phenyl, optionally substituted one to five times by radicals from list W4. Preferably, R20 and R21 mean, independently of each other, hydrogen, alkyl with 1 to 4 carbon atoms, alkenyl with 3 to 6 carbon atoms, halogenalkyl with 1 to 4 carbon atoms, halogenalkenyl with 3 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms, cycloalkyl with 3 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms-alkyl having 1 to 4 carbon atoms substituted, where appropriate, by halogen, with alkyl having 1 to 4 carbon atoms or by halogenalkyl having 1 to 4 carbon atoms or meaning phenyl or phenyl-alkyl having 1 to 4 carbon atoms, respectively substituted one to five times, respectively, by radicals from the list W4, meaning -OR16 or -NR17R18 or they simply mean an alkylene chain with 4 to 6 members, in which, if necessary, a methylene group is replaced by oxygen. Prefey, W4 means halogen, cyano, nitro, alkyl having 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, halogenoalkyl with 1 to 6 carbon atoms, halogenalkoxy with 1 to 6 carbon atoms, di-alkylamino with 1 to 4 carbon atoms, alkoxycarbonyl with 1 to 6 carbon atoms, di-alkylaminocarbonyl with 1 to 6 carbon atoms or -s (0) oR; Particularly preferably, Ar means the rest Particularly preferably, m means 0, 2 or 2. More particularly, R 1 means a substituent in the meta or para position of the series consisting of hydrogen, fluorine, chlorine, bromine, cyano, tri- (alkyl having 1 to 4 atoms carbon) silyl, -CO-NR R5, tetrahydropyranyl or one of the following groupings (1) -XA (m) -BZD (n) -YE.

Particularly preferably, R 2 represents hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro, alkyl having 1 to 16 carbon atoms, alkoxy with 1 to 16 carbon atoms, alkyl having 1 to 6 carbon atoms or alkoxy with 1 to 6 carbon atoms, respectively substituted by fluorine or chlorine, means alkoxy with 1 to 8 carbon atoms-alkoxy with 1 to 8 carbon atoms or -S (0) oR3- More preferably, or means 0, 1 or 2. More preferably, R3 means alkyl having 1 to 4 carbon atoms or means methyl or ethyl substituted respectively by fluorine or chlorine. Particularly preferably, R 4 and R 5 mean, independently of one another, hydrogen, alkyl having 1 to 6 carbon atoms, alkyl having 1 to 6 carbon atoms substituted by fluorine or chlorine or, respectively, phenyl or benzyl respectively substituted or twice, for residues of the list 1. X is particularly preferably a direct bond, oxygen, sulfur, carbonyl, carbonyloxy, oxycarbonyl, alkylene with 1 to 4 carbon atoms, alkenylene with 2 to 4 carbon atoms, C 2 -C 4 alkynylene, C 1 -C 4 -alkyleneoxy, C 1 -C 4 -alkyalkylene, C 1 -C 4 -thioalkylene, C 1 -C 4 -alkylenedioxy or C 1 -C 4 -alkylsilylene; to 4 carbon atoms. Particularly preferably, A means phenyl, naphthyl or tetrahydronaphthyl, each optionally substituted one to three times by residues of the W1 list or means heterocyclyl with 1 to 4 heteroatoms, containing 1 or 2 aromatic rings with 5 to 10 members, respectively substituted one to three times by radicals from list 2, which contains from 0 to 4 nitrogen atoms, from 0 to 2 oxygen atoms and from 0 to 2 sulfur atoms, (especially furyl, benzofuryl, thienyl, benzothienyl, oxazolyl, benzoxazolyl, thiazolyl, benzothiazolyl, pyrrolyl, pyridyl, pyrimidyl, 1,3,5-triazinyl, quinolinyl, isoquinolinyl, indolyl, purinyl, benzodioxolyl, indanyl, benzodioxanyl or anilyl). Particularly preferably, B means p-phenylene, optionally substituted once or twice, by radicals from list 1. Z is preferably oxygen or sulfur. D is particularly preferably hydrogen, alkyl having 1 to 16 carbon atoms, alkenyl with 2 to 16 carbon atoms, alkynyl with 2 to 6 carbon atoms, cycloalkyl with 3 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms. carbon-alkyl atoms having from 1 to 4 carbon atoms substituted, where appropriate, by fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms, alkenyl with 2 to 4 carbon atoms, alkenyl with 2 carbon atoms; at 4 carbon atoms, substituted by fluorine or chlorine, by phenyl, by styryl, by phenyl or by styryl, respectively substituted by fluorine, by chlorine or by bromine, means cycloalkenyl with 5 or 6 carbon atoms or cycloalkenyl with 5 a 6 carbon atoms-C 1 -C 4 -alkyl substituted, where appropriate, by fluorine, chlorine, bromine or alkyl with 1 to 4 carbon atoms, means phenyl-C 1 -C 4 -alkyl, naphthyl -alkyl with 1 to 4 carbon atoms, tetrahydronaphthyl-alkyl with 1 to 6 carbon atoms or hetaryl-alkyl with 1 to 4 carbon atoms with 5 or 6 members with 1 or 2 heteroatoms of the series consisting of nitrogen, oxygen and sulfur, respectively substituted by nitro, by fluorine, by chlorine, by bromine, - by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms substituted respectively by fluorine or chlorine, (especially furylmethyl, thienylmethyl, pyrrolylmethyl, oxazolylmethyl, isoxazolylmethyl, thiazolylmethyl or pyridylmethyl), or means -CO-R6, -C0-NR7R8 or the grouping.

- (CH2) p- (CR, 9: '- Rnl ??) < ? - (CH2) r-G.

Z and D are also particularly preferably phenoxy-alkyl having from 1 to 3 carbon atoms, optionally substituted by nitro, by fluorine, by chlorine, by bromine, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, for alkyl with 1 to 4 carbon atoms or for alkoxy with 1 to 4 carbon atoms substituted respectively by fluorine or chlorine, particularly preferably, Y means a direct bond, oxygen, sulfur, carbonyl, carbonyloxy, oxycarbonyl, alkylene with 1 to 4 carbon atoms, alkenylene with 2 to 4 carbon atoms, alkynylene with 2 to 4 carbon atoms, alkyleneoxy with 1 to 4 carbon atoms, oxyalkylene with 1 to 4 carbon atoms , C 1 -C 4 -thioalkylene, C 1 -C 4 -alkylenedioxy or p-phenylene, optionally substituted once or twice by radicals from list W1. E is particularly preferably hydrogen, alkyl having 1 to 16 carbon atoms, alkenyl with 2 to 16 carbon atoms, alkynyl with 2 to 6 carbon atoms, alkyl with 1 to 4 carbon atoms or alkenyl with 2 to 4 carbon atoms. carbon atoms substituted respectively by fluorine or chlorine means cycloalkyl having 3 to 6 carbon atoms, optionally substituted by fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms, alkenyl with 2 to 4 atoms of carbon, by alkenyl with 2 to 4 carbon atoms substituted by fluorine or chlorine, by phenyl, by styryl, or by phenyl or styryl substituted respectively by fluorine, by chlorine, or by bromine, means cycloalkenyl with 5 to 6 carbon atoms. carbon optionally substituted by fluorine, chlorine, bromine or alkyl with 1 to 4 carbon atoms, means phenyl optionally substituted one to three times by radicals from the W1 list or means hetaryl with 5 or 6 members , with 1 or 2 he theatoms of the series consisting of nitrogen, oxygen and sulfur, each substituted one or two times by radicals from list 2 (especially furyl, thienyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl or pyridyl) or means grouping - (CH2) p- (CR, 9: 'tR »1i0?) Q- (CH2) r-G.

Particularly preferably, R6 means alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, alkenyl of 2 to 6 carbon atoms, alkenyloxy of 2 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms carbon, cycloalkyloxy with 3 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms-alkyloxy with 1 or 2 carbon atoms substituted, where appropriate, by fluorine, chlorine, alkyl with 1 to 3 carbon atoms or alkyl having 1 to 2 carbon atoms or alkenyl having 2 to 3 carbon atoms substituted respectively by fluorine or chlorine, or means phenyl optionally substituted once or twice by fluorine, chlorine, bromine, iodine, alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms or by alkyl with 1 to 3 carbon atoms or alkoxy with 1 to 4 carbon atoms substituted respectively by fluorine or chlorine. Particularly preferably R7 is hydrogen or alkyl having 1 to 4 carbon atoms. R8 is particularly preferably alkyl having 1 to 4 carbon atoms or is phenyl or benzyl optionally substituted once or twice by fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms or alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms substituted respectively by fluorine or chlorine. Particularly preferably, p, q and p mean, independently of each other, 0, 1, 2 or 3, the sum being less than 6. Particularly preferably R 9 and R 10 mean, independently of each other, hydrogen or alkyl with 1 to 4. atoms of carbo.no. Particularly preferably, G means cyano, means a heterocycle with 5 or 6 members, with 1 to 3 heteroatoms the same or different from the series consisting of nitrogen, oxygen and sulfur, optionally substituted one to three times by fluorine, by chlorine, by bromine, by alkyl with 1 to 4 carbon atoms or by alkyl with 1 to 4 carbon atoms substituted by fluorine or by chlorine and by given case substituted at the point of linking by the radical R11 (especially 5,6-dihydrodioxazin-2-yl, 3-pyridyl, 3-furyl, 3-thienyl, 2-thiazolyl, 5-thiazolyl, 2-dioxolanyl, 1, 3-dioxan-2-yl, 2-dithiolanyl, 1,3-di-tian-2-yl or 1, 3-lioxan-2-yl) or one of the following groupings: (a) -CO-R it (b ) - CO-OR, 12 (c) - CO-NR13R14 (e) - C = N- R1S R11 (k) - C = N-R17 > »ß R is particularly preferably hydrogen, alkyl having 1 to 6 carbon atoms, alkenyl having 2 to 6 carbon atoms, alkyl having 1 to 4 carbon atoms or alkenyl having 2 to 6 carbon atoms substituted respectively by fluorine or chlorine, cycloalkyl having 3 to 6 carbon atoms optionally substituted by fluorine, chlorine, alkyl with 1 to 4 carbon atoms or alkyl with 1 to 4 carbon atoms substituted by fluorine or chlorine or means phenyl optionally substituted one to three times by alkylcarbonylamino with 1 to 4 carbon atoms, by alkylcarbonyl with 1 to 4 carbon atoms-alkylamino with 1 to 4 carbon atoms and / or by residues from list 3. In a particularly preferred embodiment, R 12 is hydrogen, alkyl having 1 to 4 carbon atoms, alkenyl having 3 to 6 carbon atoms, alkyl having 1 to 4 carbon atoms or alkenyl having 3 to 6 carbon atoms substituted respectively by fluorine or chlorine , cyclone oalkyl with 3 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms-alkyl having 1 to 4 carbon atoms substituted, where appropriate, by fluorine, chlorine, alkyl with 1 to 4 carbon atoms or alkenyl with 1 to 4 carbon atoms substituted • by fluorine or chlorine, or means phenyl-alkyl with 1 to 4 carbon atoms or naphthyl-alkyl having 1 to 4 carbon atoms, each optionally substituted one to three times by radicals from the W3 list. Particularly preferably, R 13 and R 14 mean, independently of one another, hydrogen, alkyl having 1 to 4 carbon atoms, alkenyl having 3 to 6 carbon atoms, alkyl having 1 to 4 carbon atoms or alkenyl having 3 to 6 carbon atoms. carbon substituted respectively by fluorine or by chlorine, mean alkoxy with 1 to 4 carbon atoms, cycloalkyl with 3 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms-alkyl having 1 to 4 carbon atoms substituted respectively in case given by fluorine, chlorine, alkyl with 1 to 4 carbon atoms or alkyl with 1 to 4 carbon atoms substituted by fluorine or chlorine, meaning phenyl or phenyl-alkyl with 1 to 4 carbon atoms substituted respectively in case given one to three times by residues from the W3 list, or mean -OR12 or -NR1XR12 or together they mean - (CH2) 5-, - (CH2) 6- or - (CH2) 2-0- (CH2) 2 .

Particularly preferably, R <12>, R <12>, R <12> -NRllixoR1i <2> or -N (R, 11i) -C00R, 1x2".D.sub.3 is especially preferred, R16, R17 and R18 mean, independently of each other, alkyl having 1 to 4 carbon atoms, W1 is particularly preferably hydrogen, fluorine, chlorine, bromine, iodine, cyano, formyl, nitro, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkyl with 1 to 4 carbon atoms or alkoxy having 1 to 4 carbon atoms, respectively substituted by fluorine or chlorine, mean alkylcarbonyl having 1 to 4 carbon atoms, alkoxycarbonyl having 1 to 4 carbon atoms or S (0.) Or R3. especially preferred, W2 means fluorine, chlorine, bromine, cyano, formyl, nitro, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 atoms of carbon, respectively substituted by fluorine or chlorine, means alkylcarbonyl with 1 to 4 carbon atoms, alkoxycarbonyl with 1 to 4 carbon atoms, -S (0) oR or -C (RJ = NR, 15) Particularly preferably, 3 means fluorine, chlorine, bromine, cyano, nitro, alkyl having 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms substituted respectively by fluorine or chlorine, means dialkylamino having 1 to 4 carbon atoms, -S (0) oR3 / -COOR19 or -CONR20R21. particularly preferred, R19 means hydrogen, alkyl having 1 to 4 carbon atoms, alkyl having 1 to 4 carbon atoms substituted by fluorine or chlorine, cycloalkyl with 3 to 6 carbon atoms optionally substituted by fluorine, chlorine, alkyl with 1 to 4 carbon atoms or alkyl with 1 to 4 carbon atoms substituted by fluorine or chlorine or means substituted phenyl given one to three times by the remains of the W4 list. Particularly preferably, R, 20 and R, 21 mean, independently of one another, hydrogen, alkyl having 1 to 4 carbon atoms, alkenyl having 3 to 6 carbon atoms, alkyl having 1 to 4 carbon atoms or alkenyl having 3 to 6 carbon atoms. to 6 carbon atoms substituted respectively by fluorine or chlorine, mean alkoxy with 1 to 4 carbon atoms, cycloalkyl with 3 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms-alkyl with 1 to 4 carbon atoms substituted respectively, optionally fluorine, chlorine, alkyl with 1 to 4 carbon atoms or alkyl with 1 to 4 carbon atoms substituted by fluorine or chlorine or phenyl or phenyl-alkyl with 1 to 4 carbon atoms substituted respectively, if appropriate, one to three times for residues of the list W4, mean -OR16 or -NR17R18 or together they mean - (CH2) 5-, - (CH2) 6- or - (CH2) 2-0- (CH2) 2-. Particularly preferably, 4 means fluorine, chlorine, bromine, cyano, nitro, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 atoms carbon atoms substituted respectively by fluorine or chlorine, di-alkylamino with 1 to 4 carbon atoms, alkoxycarbonyl with 1 to 4 carbon atoms, di-alkylaminocarbonyl with 1 to 6 carbon atoms or -S (0) oR; Very particularly preferably, Ar means the rest Very particularly preferably, R1 means a substituent in the meta or para position of the series consisting of hydrogen, fluorine, chlorine, bromine, iodine, cyano, -CO-NR R5, tetrahydropyranyl or one of the following groupings (1) -X-A (n) -Y-E Very particularly preferably, R 2 represents hydrogen, fluorine, chlorine, bromine, methyl, ethyl, methoxy, ethoxy, methylthio, ethylthio, trifluoromethyl, difluoromethoxy, trifluoromethoxy or trifluoromethylthio, very particularly preferably or means 0 or 2. very particularly preferably R- means methyl, ethyl, n-propyl, isopropyl, difluoromethyl or trifluoromethyl. Very particularly preferably, R 4 and R 5 mean, independently of one another, hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, iso-butyl, sec. -butyl, tere. -butyl or phenyl or benzyl, if any, monosubstituted by a radical of the list 1. Very particularly preferably. X means a direct bond, oxygen, sulfur, carbonyl, -CH2-, - (CH2) 2-, -CH = CH- (E or Z), -C = C-, -CH20-, - (CH2) 20- , -CH CH3) 0-, -OCH2-, -O (CH2) 2-, -SCH2-, -S (CH2) 2- / -SCH (CH3) -, alkylenedioxy with 1 to 4 carbon atoms, especially - OCH20-, -0 (CH2) 20- or -OCH (CH3) 0-. Very particularly preferably, A means phenyl which is optionally substituted once or twice by radicals from list 1 or means furyl, benzofuryl, thienyl, benzothienyl, oxazolyl, benzoxazolyl, thiazolyl, benzothiazolyl, pyrrolyl, pyridyl, pyrimidyl, 1,3 , 5-triazinyl, quinolinyl, isoquinolinyl, indolyl, purinyl, benzodioxolyl, indanyl, benzodioxanyl or chromanyl each optionally substituted once or twice by radicals from the W2 list.

Very particularly preferably, Z means oxygen or sulfur. Very particularly preferably, D means hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, isobutyl, sec. -butyl, tert-butyl, isomeric pentyls, isomeric hexyl, n-heptyl, n-octyl, n-lsooctyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl , n-pentadecyl, n-hexadecyl, 2-propenyl, butenyl, pentenyl, hexenyl, propargyl, butynyl, pentynyl, -CF3, -CHF2, -CC1F2, -CF2CHFC1, -CF2CH2F, -CF2CHF2, -CF2CC13, -CH2CF3, - CF2CHFCF3, -CH2CF2CHF2, -CH2CF2CF3, means cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, each optionally substituted one to three times by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n-propyl, by isopropyl, by n-butyl, by iso-butyl, by sec. -butyl, by tere. -butyl, by ethenyl, by 1-propenyl, by 2, 2-dimethyletenyl, by -CH = CC12, by phenyl, by styryl / by phenyl or by 4-chloro-styryl substituted respectively by fluorine, chlorine or bromine, means cyclopentenyl, cyclohexenyl, cyclohexenylmethyl or cyclopentenylmethyl respectively substituted, where appropriate, by fluorine, by chlorine, by methyl, by ethyl, by n-propyl, by iso-propyl, by n-butyl, by isobutyl, by sec. -butyl or by tere. -butyl, means benzyl, phenethyl, naphthylmethyl, tetrahydronaphthylmethyl, furylmethyl, thienylmethyl, pyrrolylmethyl, oxazolylmethyl, isoxazolylmethyl, thiazolylmethyl or pyridylmethyl, each optionally substituted once or twice by nitro, by fluorine, by chlorine, by bromine, by methyl, by ethyl, n-propyl, iso-propyl, n-butyl, isobutyl, sec. butyl, by tert-butyl, by methoxy, by ethoxy, by n-propoxy, by isopropoxy, by n-butoxy, by isobutoxy, by sec-butoxy, per tere. -butoxy, by trifluoromethyl, by trifluoromethoxy, by difluoromethoxy or by chlorodifluoromethoxy, means -CO-R6, -CO-NR7R8 or the grouping - < CH2) (CR9R10) < I- (CH2) r-G Very particularly preferably, Z and D also together represent phenoxymethyl optionally substituted one or two times per nitro, by fluorine, chlorine, bromine, methyl, ethyl, n-propyl, i-propyl, methoxy, ethoxy, n-propoxy, i-propoxy, trifluoromethyl, trifluoromethoxy, difluoromethoxy or by chlorodifluoromethoxy. Very particularly preferably, Y means a direct bond, oxygen, sulfur, carbonyl, -CH2-, - (CH2) 2, -CH = CH- (E or Z), -C = C-, -CH20-, - (CH2) 20-, -CH (CH3) 0-, -OCH2-, -0 (CH2) 2-, -SCH2- / -S (CH2) 2-, -SCH (CH3) - / alkylenedioxy with 1 to 4 carbon atoms, especially -0CH20- or -0 (CH2) 20-o means p-phenylene, if appropriate monosubstituted by a radical from list 1. Very particularly preferably E means hydrogen, methyl, ethyl, n-propyl , isopropyl, n-butyl, isobutyl, sec. -butyl, tert-butyl, the isomeric pentyls, the isomeric isomers n-heptyl, n-octyl, n-isooctyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, 2-propenyl, butenyl, pentenyl, hexenyl, propargyl, butynyl, pentynyl, -CF3, -CHF2, -CC1F2, -CF2CHFC1, -CF2CH2F, -CF2CHF2, -CF2CC13, -CH2CF3, -CF2CHFCF3 / -CH2CF2CHF2, -CH2CF2CF3, means cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl respectively substituted one to three times by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n-propyl, by isopropyl, by n -butyl, by isobutyl, by sec. -butyl, by tere. -butyl, by ethenyl, by 1-propenyl, by 2,2-dimethyletenyl, by CH = CC 12, by phenyl, by styryl, by phenyl or by 4-chlorostyril substituted respectively by fluorine, chlorine or bromine, means substituted cyclopentenyl or cyclohexenyl respectively, where appropriate, fluorine, chlorine, methyl, ethyl, n-propyl, iso-propyl, n-butyl, isobutyl, sec. -butyl or by tere. butyl means phenyl which is optionally substituted once or twice by radicals from the W1 list, means furyl, thienyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl or pyridyl, each optionally substituted once or twice by radicals on the W2 list, or means the grouping - (CH2) p- (CR, 9: 'Rn1i0") < I- (CH2) r-G.

Very particularly preferably R6 means methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec. -butoxi, tere. -butoxy, cyclopropyl, cyclohexyl, cyclohexyloxy, cyclohexylmethyloxy, phenyl, 2-chlorophenyl, 3-chlorophenyl, 2,6-di-fluorophenyl, 2,4-dichlorophenyl, 3,4-dichlorophenyl, 2-trifluoromethoxy-phenyl or 4-trifluoromethoxyphenyl. Very particularly preferably R7 means hydrogen. Very particularly preferably R8 means methyl, ethyl or phenyl, optionally monosubstituted by chlorine. Very particularly preferably, p, q and p mean, independently of each other, 0, 1, 2 or 3, the sum being less than 4. Very particularly preferably, R 9 and R 10 mean, independently of each other, hydrogen, methyl, ethyl , n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl Very particularly preferably, G means cyano, means 5,6-dihydrodioxazin-2-yl, 3-pyridyl, 3-furyl, 3-thienyl, 2-thiazolyl, 5-thiazolyl, 2-dioxolanyl, 1,3-dioxan 2-yl, 2-dithiolanyl, 1,3-di-tian-2-yl or 1, 3-thioxan-2-yl, each optionally substituted one to three times by fluorine, by chlorine, by bromine, by methyl , by ethyl, by n-propyl, by iso-propyl or by trifluoromethyl and optionally substituted at the point of connection by the radical R11, or means one of the following groupings: 11 (a) - CO- R (b) - CO-OR 12 (c) - CO- NR "R14 (d) - CS- NR13R14 15 00? = N- R" Very particularly preferably. R 11 means hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tert-butyl, isomeric pentyls, isomeric hexyl, -CF3, -CHF2, -CC1F2, -CF2CHFC1, -CF2CH2F, -CF2CHF2, -CF2CC13, -CH2CF3, alkenyl with 3 to 6 carbon atoms, alkenyl with 3 to 6 carbon atoms substituted one to three times by fluorine or by chlorine, means cyclopropyl, cyclopentyl or cyclohexyl substituted respectively in one or two times by fluorine, by chlorine, by methyl, by ethyl, by n- propyl, by iso-propyl, by -CF3, -CHF2, -CC1F2, -CF2CHFC1, -CF2CH2F, -CF2CHF2, -CF2CC13 or by -CH2CF3, or means phenyl optionally substituted one or two times by methylcarbonylamino, by ethylcarbonylamino, by methylcarbonylmethylamino and / or by residues from the W3 list. Very particularly preferably R12. means hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tert-butyl, -CH2CF3, allyl, cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclopentylmethyl, cyclohexylmethyl, cyclopropylethyl, cyclopentylethyl or cyclohexylethyl, each optionally substituted once or twice by fluorine, by chlorine, by methyl, by ethyl, by n-propyl, by isopropyl, by -CF3, -CHF2, -CC1F2, -CF2CHFCI, -CF2CH2F, -CF2CHF2, -CF2CC13, or by -CH2CF3, or means benzyl or phenethyl respectively substituted one or two times by remains of the list 3. Very particularly preferably, R 13 R means, independently of each other, hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl, -CH2CF3, methoxy, ethoxy, allyl, means cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclopentylmethyl or cyclohexylmethyl, each optionally substituted once or twice by fluorine, by chlorine, by methyl, by ethyl, by n-propyl, by iso-propyl or by trifluoromethyl, they mean phenyl, benzyl or phenethyl respectively substituted one or more times by radicals from the list W3, meaning -OR12 or -NR1XR12.

Very particularly preferably R15 means -OR12, -NR1XR12 or -N (R11) -COOR12. Very particularly preferably, R 16, 17 and R signify, independently of one another, methyl, ethyl, n-propyl or isopropyl. Very particularly preferably, 1 means hydrogen, fluorine, chlorine, bromine, cyano, formyl, nitro, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec. -butoxi, tere. -butoxy, -CF3, -CHF2, -CC1F2, -CF2CHFCI, -CF2CH2F, -CF2CHF2, -CF2CCI3, -CH2CF3, -CF2CHFCF3, -CH2CF2CHF2, -CH2CF2CF3, trifluoromethoxy, difluoromethoxy, chlorodifluoromethoxy, acetyl, propionyl, butyryl, isobutyryl, methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, iso-propoxycarbonyl, n-butoxycarbonyl, isobutoxycarbonyl, sec. -butoxycarbonyl, tert-butoxycarbonyl or -S (O) OR3- Very particularly preferably, it means fluorine, chlorine, bromine, cyano, methyl, ethyl, n-propyl, isopropyl, trifluoromethyl, trifluoromethoxy, difluoromethoxy, chlorodifluoromethoxy, acetyl, trifluoromethylthio , -CH = N-OCH3, -CH = N-OC2H5, -CH = N-OC3H7 / -C (CH3) = N-OCH3 / -C (CH3) = N-OC2H5, -C (CH3) = N- OC3H7, -C (C2H5) = N-OCH3, -C (C2H5) = N-OC2H5 or Very particularly preferably, W3 means fluorine, chlorine, cyano, nitro, methyl, ethyl, methoxy, ethoxy, methylthio, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, dimethylamino, diethylamino, -COOR19 or -CONR20R21. Very particularly preferably R19 means hydrogen, methyl, ethyl, n-propyl, isopropyl, tere. -butyl, -CH2CF3, means cyclopropyl, cyclopentyl or cyclohexyl each substituted one or two times by fluorine, by chlorine, by methyl, by ethyl, by n-propyl, by isopropyl or by -CF3 or by substituted phenyl; given once or twice by the remains of the list 4. R20 and R21 are, very particularly preferably, independently of one another hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl, -CH2CF3, methoxy, ethoxy, allyl, mean cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclopentylmethyl or cyclohexylmethyl respectively substituted one or two times by fluorine or by chlorine, respectively phenyl, benzyl or phenethyl substituted, if appropriate once or twice for remains of list 4, they mean -OR16 or -NR17R18. Very particularly preferably, 4 means fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, tere. -butyl, methoxy, ethoxy, methylthio, trifluoromethyl, trifluoromethoxy or trifluoromethylthio. In addition, the compounds of the formula (I-a) are preferred wherein Rz has the above-stated meanings in a general manner, preferably, particularly preferably or very particularly preferably, R 1 means hydrogen or phenyl substituted once or twice by residues of the W 1 list or means one of the groupings following (m-b) -B-O-D (1) -Y-E, B means p-phenylene monosubstituted, if appropriate, by residues from list 1, Y means a direct bond or p-phenylene, optionally substituted once or twice by radicals from the list W1 and D and E have the above-mentioned meanings of very particularly preferred form, where G means cyano or means one of the following groupings (e) -C = N-R15, 11 in which R11 and R15 have the meanings mentioned above in a general manner, preferably, particularly preferably or very particularly preferably and W1 has the meanings given above in a general manner, preferably, especially preferably or very particularly preferred way. Further preferred are compounds of the formula (1-f) wherein R 1 signifies hydrogen or a) phenyl substituted once or twice by residues of the list W 2 or b) hetaryl substituted once or twice by residues of the list W 2 (especially furyl, thienyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl or pyridyl, especially tienilo). Further preferred are compounds of the formula (I-g) 0-g) wherein Z means hydrogen, fluorine, bromine, cyano, methyl, ethyl, n-propyl, isopropyl, trifluoromethyl, trifluoromethoxy, difluoromethoxy, chlorodifluoromethoxy, acetyl, trifluoromethylthio, -CH = N-0CH3, -CH = N -OC2H5, -CH = N-OC3H7, -C (CH3) = N-OCH3, -C (CH3) = N-OC2H5, -C (CH3) = N-OCt3H7, -C (C2H5) = N-0C2H5 or -C (C2H5) = N-OC3H7. Furthermore, the compounds of the formula (I-f) indicated in table 1 are preferred.

Table 1 (i-f) The definitions of the remains or the explanations indicated above in a general manner or in the preferred ranges can be combined arbitrarily with each other, that is to say even between the respective ranges and the preferred ranges. These are valid for the final products as well as, correspondingly, for the starting products and for the intermediate products. According to the invention, the compounds of the formula (I), in which a combination of the meanings indicated above as preferred, are preferred. (preferably). According to the invention, the compounds of the formula (I), in which a combination of the meanings indicated above, especially preferred, are particularly preferred. According to the invention, the compounds of the formula (I), in which a combination of the abovementioned meanings are very particularly preferred, are very particularly preferred. The saturated or unsaturated hydrocarbon radicals such as alkyl or alkenyl, even in combination with heteroatoms, such as for example in alkoxy, can be, as far as possible respectively, straight chain or branched chain. The substituted radicals can be replaced one or more times, the substituents being the same or different in the case of polysubstitutions. Several residues with the same index as for example m remains R2 when m > 1, they can be the same or different. If, for example, tBOC- [1- (4-ethyl-2-methyl-phenyl) -3- (2-chloro-phenylcarboxy) -1-propyl] -amine is used as the starting material, the development of the reaction of the process according to the invention (A) a) by means of the following formula scheme: If, for example, l- (4-ethyl-2-methyl-phenyl) -l-nitro-3- (2-chloro-phenylcarboxyl) -propane is used as starting material, the development of the reaction of the process ( A) b) according to the invention by means of the following formula scheme: If, for example, l- (4-ethyl-2-methyl-phenyl) -1- (di-phenylmethylene-imino) -3- (2-chloro-phenylcarboxyl) -propane is used as starting material, the development may be represented of the reaction of process (A) c) according to the invention by means of the following formula scheme: If, for example, 2- (4-methoxyphenyl) -cyclobutanone-O-methanesulfonyloxime and 2-chlorophenyl magnesium bromide are used as starting materials, the development of the reaction of process (B) according to the invention can be represented by means of the next formulas If, for example, 2- (2-chlorophenyl) -5- (4-iodophenyl) -3,4-dihydro-2H-pyrrolo and 4-cyano-methoxyphenylboronic acid are used as starting materials, the development of the reaction of the process (C) according to the invention by means of the following formula scheme: If they are employed, for example, 2- (2-chloro-phenyl) -5- (3'-chloro-4'-hydroxy-phenyl-1-yl) -3,4-dihydro-2H-pyrrole and methyl a-bromovalerianate as starting products, the development of the reaction of the process (D) according to the invention can be represented by means of the following formula scheme: If they are used, for example 5- (4'-cyclopropylcarbonylmethoxy-3-trifluoro-methoxy-biphenyl-4-yl) -2- (2-chlorophenyl) -3,4-dihydro-2H-pyrrole and O-methylhydroxylamine as starting materials, the development of the reaction of process (E) according to the invention can be represented by means of the following formula scheme: If, for example, bromobenzyl cyanide is used, the reaction development of the process (F) according to the invention can be represented by means of the following formula scheme: If it is used, for example -phenylpyrrolidin-2-one, the development of the process (G) according to the invention can be represented by means of the following formula scheme: The amino ketone derivatives, necessary for carrying out process (A) a) according to the invention, are generally defined by means of formula (VIII). In this formula Ar preferably have those meanings that have already been mentioned as being preferred in relation to the description of the cyclic imines of the formula (I). Amino ketone derivatives of the formula (VIII) are new. Amino ketone derivatives of the formula (VIII) can be prepared, for example, by reaction of BOC-protected lactams of the formula (IX) with metalated aromatics of the formula (X) at temperatures between 0 ° C and 80 ° C according to the scheme of reaction below: a) (X) (VIII) In the formula (X), Met means a monovalent metal moiety such as Li, Mgl, MgBr or MgCl.

The metalized aromatics of the formula (X) are known in part or can be prepared according to known methods such as, for example, lithiated or Grignard reaction from the corresponding aromatics or halo-aromatomates. The protected lactams of the formula (IX) are obtained, for example, by customary methods such as, for example, metallized with butyl lithium and reaction with di-tere dicarbonate. -BOC-protected butyl (see for example T. Greene, P.G.M. Wuts, Protective Groups in Organic Synthesis, 2. Ed., John Wiley &Sons. New York 1991). The lactams of the formula (XI) can be prepared, for example, from? -alkoxylactams of the formula (XII) according to two methods. These can be reacted with aromatics of the formula (XIII) in the presence of an acid catalyst, such as, for example, sulfuric acid, acetic acid or aluminum chloride and, if appropriate, in the presence of a diluent, such as, for example, dichloromethane or acetonitrile, The following reaction scheme: Alternatively, they can be reacted with aryl-Grignard compounds of the formula (XIV) in the presence of a diluent, such as for example tetrahydrofuran according to the following reaction scheme [see Org. Prep Proced.Int. 25, 255 (1993)]: In the formula (XII), R22 means methyl or ethyl. In the formula (XIV) Hal means chlorine, bromine or iodine. The α-alkoxylactams of the formula (XII) are known, in part commercially available and can be prepared, for example, from the corresponding unsubstituted imines by cathodic reduction or with sodium boronate or from the unsubstituted lactams by anodic oxidation, respectively in the presence of methanol or ethanol (see for example J. Org. Chem. 56, 1822 (1991); Synthesis 1980, 315). The aromatics of the formula (XIII) are benzene derivatives, which are known in general or which can be prepared according to a broad range of generally known methods of organic chemistry. The aryl-Grignard compounds of the formula (XIV) can be prepared in the usual way from the corresponding aryl halides and magnesium.

Aryl halides are generally known compounds of organic chemistry. The lactams of the formula (XI) can also be prepared, for example, by cyclization of substituted β-benzoylcarboxylic acids of the formula (XV) with a reagent, prepared from ammonium carbonate and formic acid at the boiling point according to the scheme of next reaction [see Rec. Trav. Chim. Bays-Bas' 81, 788 (1962)]: (XV) (XI) The? -benzoylcarboxylic acids required in this case, of the formula (XV) can be prepared, for example, by reaction of the anhydrides of the dicarboxylic acids of the formula (XVI) with aromatics of the formula (XIII) in the presence of a Lewis acid. such as, for example, aluminum chloride and, if appropriate, in the presence of a diluent such as, for example, benzene according to the following reaction scheme [see Rec. Trav. Chim. Bays-Bas 81, 788 (1962)]: The anhydride, necessary in this case (succinic acid anhydride) can be obtained commercially. From the lactams of the formula (XI), all the steps of the process can be carried out until the cyclic imines of the formula (I) are obtained, including the cyclocondensation in a manner analogous to that of process A a), also in the form of "reaction in a single container". In the case where Ar in the product according to the invention of the formula (I) means, as in the formula (Ib) indicated above, a substituted biphenylyl if appropriate, the corresponding biphenyl-lactam of the formula can be prepared (Xl- a) in an advantageous variant of the process described herein, if, analogously to the process (C) described below, certain phenylactams of the formula (XVII) are reacted with boronic acids of the formula (VI) according to the scheme of reaction below: (XVII) (VI) (Xl-a) The phenylactams of the formula (XVII), in which X 1 means bromine or iodine, are a part of the compounds of the formula (XI), the preparation of which has been given above. The phenyllactams of the formula (XVII), in which X 1 denotes trifluoromethanesulfonyl, can be prepared in a manner analogous to that described in the case of process (C) from the corresponding compounds of the formula (XI), in the which Ar is substituted by R1 = hydroxy. The nitroketones necessary for carrying out process A) b) are defined in general by means of formula (XVIII). In this formula Ar preferably has those meanings which have already been mentioned as being preferred in relation to the description of the cyclic imines of the formula (I). The nitroketones of the formula (XVIII) are new. The nitroketones of the formula (XVIII) can be prepared, for example, by condensation of? -chloroalkylphenylketones of the formula (XXI) in the presence of a diluent such as, for example, methanol, ethanol, another lower aliphatic alcohol or even tetrahydrofuran in the presence of a Acid acceptor such as sodium hydride or an alkali metal alcoholate, preferably of the corresponding alcohol, used as a diluent, according to the following reaction scheme: (XXI) (XIX) (XVIII) The? -chloroalkyl phenyl ketone of the formula (XXI) can be prepared in a known manner, for example by Friedel-Crafts acylation of chlorobenzene of the formula (XXII) (see below) with 3-chloropropionic chloride. The nitromethylbenzenes of the formula (XIX) are known or can be prepared in a known manner, for example by nitration of the corresponding toluenes in the side chain and reaction of the corresponding benzyl halides with silver nitrite [see, for example, in this respect the publications J. Am. Chem. Soc. 77, 6269 (1955); J. .Am. Chem. Soc 86, 2681 (1964); Hoube-Weyl, Methoden der Organischen Chemie, Georg Thieme Verlag Stuttgart, volume 10/1, 46-57 (halogensubstitution), volume E16, 145-154 (both methods)]. The toluenes or benzyl halides required in this case are generally known compounds of organic chemistry. The nitroketones of the formula (XVIII) can be prepared, for example, by Michael additions of nitromethylbenzenes of the formula (XIX) on phenyl vinyl ketone of the formula (XX) in the presence of a diluent, such as, for example, methanol, ethanol or other aliphatic alcohol in the presence of an acid-accepting agent such as, for example, an alkali metal alcoholate of the corresponding alcohol used as a diluent according to the following reaction scheme (see, for example, J. Prakt. Chem., Series 4, 1, 57 ( 1955); Houben-Weyl, Methoden der Organischen Chemie, Georg Thieme Verlag Stuttgart, volume 10/1, 199-206): (XX) (XIX) (XVIII) The phenylvinyl ketone of the formula (XX) can be prepared, for example, by cleavage of hydrogen chloride from β-chloropropiophenones of the formula (XXI), which can be obtained, for example, by acylation of Friedel- Chlorobenzene crafts of the formula (XXII) with 3-chloropropionyl chloride, in the presence of an acid-binding agent such as for example potassium acetate in the presence of a diluent such as, for example, methanol according to the following reaction scheme [cf. example J. Prakt. Chem. Series 4, 1, 57 (1955)].

The chlorobenzene of the formula (XXII) can be obtained commercially. The phenyl vinyl ketone of the formula (XX) can also be prepared by reaction of 0-methyl-methyl-2-chloro-benzohydroxamate of the formula (XXIII) with vinylmagnesium bromide according to the following reaction scheme: (XXIII) (XX) The O-methyl-methyl-2-chloro-benzohydroxamate of the formula (XXIII) can be prepared according to methods known, for example, from the corresponding benzoic acid derivatives [see for example Tetrahedron Lett. 22.3815 (1981)]. Since the phenyl vinyl ketone of the formula (XX) is sensitive, it is then reacted, in a preferred variant, for the preparation of the nitroketones of the formula (XVIII), directly with nitromethylbenzenes of the formula (XIX). The nitroketones of the formula (XVIII) can also be prepared by adding enamines of methylphenylketones of the formula (XXVI) on α-nitrostyrenes of the formula (XXVII) according to the following reaction scheme and the reaction product is hydrolyzed in acid medium: (XXVI) (xxvii) (XXV) (XVIII-a) In the formulas (XXIV), (XXV) and (XXVI), R'3 and R24 mean together with the nitrogen atom, with which they are bound, an aminocyclic moiety such as for example 1-pyrrolidino, 1-piperidino or 4- Orfolin The addition is most often carried out in a [4 + 2] -cycloaddition to give isolated 1,2-oxazine N-oxide derivatives of the formula (XXV), if necessary in the presence of a diluent. apolar, such as, for example, diethyl ether, for example at -80 ° C to + 20 ° C. For hydrolysis, for example, aqueous mineral acids, such as hydrochloric acid, are used in the presence of methanol or ethanol [see, for example, Helv. Chim. Acta 68, 162 (1985); Tetrahedron 45, 2099 (1989)]. In many cases it is advantageous to carry out the opening of the ring to give the compounds of the formula (XXIV) by simple dissolution of the N-oxide derivative of 1,2-oxazine in methanol or ethanol, since otherwise the undesirable Nef reaction leading to the corresponding diketo-compound as a competing reaction [see for example Tetrahedron 45, 2099 (1989)]. The enamines of the formula (XXVI) are partially known or can be prepared, for example, from the correspondingly substituted acetophenones and the cyclic amines according to standard procedures (for example Org Syntheses Vol. 58, 56, John Wiley &Sons, New York). The acetophenones necessary in this case can be obtained commercially in part, are known or can be prepared according to known methods of aromatics chemistry. The nitrostyrenes of the formula (XXVII) are partially known or can be prepared, for example, by formylation of the nitromethylbenzenes of the formula (XIX) above (see for example Houben-Weyl, Methoden der Organischen Chemie, Georg Thieme Verlag, Stuttgart, volume E16). , 215). The imines necessary for carrying out process A) c) are defined in general by means of formula (XXVIII). In this formula, Ar preferably has those singled out which have already been mentioned as being preferred in relation to the description of the cyclic imines of the formula (I). The imines of the formula (XXVIII) can be prepared, for example, if Michael additions of N-diphenylmethylbenbenzylamines of the formula (XXIX) are carried out on the phenyl vinyl ketone of the formula (XX) according to the following reaction scheme: (XX) (XXIX) (XXVHI-a) The addition is carried out in the presence of an acid-accepting agent and in the presence of a diluent such as, for example, acetonitrile or dichloromethane and, if appropriate, in the presence of a reaction aid, for example at room temperature. As the acid-accepting agent, aqueous alkali such as 50% strength sodium hydroxide solution in the presence of a phase transfer catalyst such as, for example, triethylbenzylammonium chloride as an auxiliary agent of the reaction [see for example Synth. Commun. 17.211 (1987)]. The preparation of the phenyl vinyl ketone of the formula (XX) has been described above, the N-diphenylmethylenebenzylamines of the formula (XXIX) are obtained, for example, by the addition of the corresponding benzylamines with benzophenone (see, for example, Tetrahedron, Lett, 1978, 2641). . The benzylamines required in this case are known or can be prepared according to known methods such as, for example, aminolysis of the corresponding benzyl halides (see above). The cyclic O-methanesulfonyloximes necessary for carrying out the process (B) according to the invention are generally defined by the formula (III). In this formula Ar preferably has those meanings which have already been mentioned as being preferred in relation to the description of the cyclic imines of the formula (I). The O-methanesulfonyloximes of the formula (III) are new The O-methylsulfonyloximes of the formula (III) can be obtained if they are transformed, according to the reaction scheme following cyclic a-arylketones of the formula (XXXI) first, according to generally known methods, in their oximes of the formula (XXX) and these are then reacted with methanesulfonyl chloride in a manner analogous to that of the mesilado: (XXXI) (XXX) (III) The cyclic a-arylketones of the formula (XXXI) can be prepared for example if they are epoxidized, according to the following reaction scheme, 1-arylcycloalkenes of the formula (XXXIII) according to customary methods, such as for example with m-chloroperbenzoic acid, to give oxiranes of the formula (XXXII) and these are then isomerized by working-up in an acid medium [see for example Tetrahedron 30, 2027 (1974)]: (XXXIII) (XXXII) (XXXI) Of course, oxiranes of the formula can also be isomerized. (XXXII) obtained by another route for example by shaking a solution in chloroform with 20% sulfuric acid to give cyclic a-arylketones of formula (XXXI). The 1-arylcycloalkenes of the formula (XXXIII) can be prepared for example by reaction, according to the following reaction scheme, of the aryl-Grignard compounds, described above, of the formula (XIV) with cyclobutanone of the formula (XXXV) under usual Grignard conditions and dehydration of the cyclic benzylic alcohols thus obtained of the formula (XXXIV): Ar (XXXV) (X3V) (XXXIV) (XXXIII) The dehydration can be carried out for example by dissolving the alcohol in a low polar solvent such as hexane and stirring for example at 0 ° C to 20 ° C, with semi-concentrated sulfuric acid [see for example Tetrahedron 30, 2027/1974)]. The cyclobutanone of formula (XXXV) can be obtained commercially. The aryl-Grignard compounds, which are also necessary for carrying out process (B) according to the invention, are defined by means of formula (IV). The aryl-Grignard compounds of the formula (IV) can be prepared by reaction of Grignard from the corresponding aryl halides and magnesium. Aryl halides are generally known compounds of organic chemistry.

The cyclic imines of the formula (V), necessary for carrying out the process (C) according to the invention, constitute, so far as X 1 means bromine or iodine, part of the compounds according to the invention of the general formula (I) and they can be prepared, for example, according to processes (A) or (B). When X1 means trifluoromethanesulfonyl, the compounds of the formula (Va) can be obtained by reaction of hydroxy compounds of the formula (If), which can also be prepared according to processes (A) or (B) with trifluoromethosulfonyl chloride or with trifluoromethanesulfonic acid anhydride in the presence of of an acid-accepting agent such as, for example, pyridine and, if appropriate, in the presence of a diluent according to the following reaction scheme: sf) (Va) The boronic acids necessary also for carrying out the process (C) according to the invention are defined in general by the formula (VI) In this formula R 1-1 preferably has those meanings which have already been mentioned as Preferred in relation to the description of the cyclic imines of the formula (Ib). The aromatic boronic acids of the formula (VI) are known or can be prepared according to known methods [cf. Chem. Rev. 45, 2457 (1995); Puree Appl. Chem. 66, 213 (1994)]. The cyclic imines of the formula (Id) necessary for carrying out the process (D) according to the invention are part of the compounds according to the invention of the general formula (I) and can be prepared, for example, according to processes (A) to ( C). In addition, the compounds necessary for carrying out the process (D) according to the invention are defined by the formula (VII). In this formula R9, R10, G, p q and r preferably have those meanings which have already been mentioned as being preferred in relation to the description of the cyclic imines of the formula (I). In this case Ab means a usual dissociable group such as, for example, halogen, especially chlorine or bromine; alkylsulfonyloxy, especially methylsulfonyloxy; or substituted a-sulphonyloxy, especially phenylsulfonyloxy, p-chlorosulfonyloxy or p-tolylsulfonyloxy. The compounds of the formula (VII) are generally known compounds of organic chemistry. The other compounds of the formulas (F-I), (F-II), (F-IV) and (F-VII), necessary for carrying out the process (F) according to the invention are known compounds in general organic chemistry. The chloride and the methyl ester of o-chloro-benzoic acid, necessary for carrying out the process (G) according to the invention, can be obtained commercially. For carrying out the process (A) a) according to the invention, organic acids or Brónstedt inorganic acids are suitable such as, for example, hydrofluoric acid, hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, benzoic acid, citric acid, trifluoroacetic acid, methanesulfonic acid, trifluoromethanesulfonic acid or toluenesulfonic acid. Acidolysis with trifluoroacetic acid, usually used for the cleavage of the amino-tert-butoxycarbonyl protecting groups, is particularly suitable (see for example TW Greene, PGM Wuts, Protective Groups in Organic Synthesis, 2. Ed., John Wiley &Sons, New York 1991). Process (A) a) according to the invention is carried out, if appropriate, in the presence of a suitable acid acceptor. As such, all usual inorganic or organic bases are suitable. These preferably include hydroxides, amides, alcoholates, acetate, carbonates or bicarbonates of alkaline earth metals or alkali metals, such as, for example, sodium, potassium or ammonium hydroxide, sodium amide, lithium diisopropylamide, sodium methylate, ethylate. of sodium, tere. -butyrate of potassium, sodium, potassium, calcium or ammonium acetate, sodium carbonate, potassium or ammonium carbonate, sodium or potassium bicarbonate, as well as tertiary amines, such as trimethylamine, triethylamine, tributylamine, N, N-dimethylaniline, N, N-dimethylbenzylamine, pyridine, N-methylpiperidine, N-methylmorpholine, N, N-dimethylaminopyridine, diazabicyclooctane (DABCO), diazabicyclononene (DBN) or diazabicycloundecene (DBU). The process (A) a) according to the invention is carried out, if appropriate, in the presence of a diluent. In this case, water, organic solvents and mixtures thereof are considered. By way of example, mention may be made of aliphatic, alicyclic or aromatic hydrocarbons, such as, for example, petroleum ether, hexane, heptane, cyclohexane, methylcyclohexane, benzene, toluene, xylene or decalin; halogenated hydrocarbons, such as for example chlorobenzene, dichlorobenzene, methylene chloride, chloroform, tetrachloromethane, dichloro-, trichloroethane or tetrachloroethylene; ethers, such as diethyl-, diiso-propyl-, methyl-t-butyl-, methyl-t-amyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane, diethylene glycol dimethyl ether or anisole; ketones, such as acetone, butanone, methyl isobutyl ketone or cyclohexanone; nitriles, such as acetonitrile, propionitrile, n- or i-butyronitrile or benzonitrile; amides, such as formamide, N, N-dimethylformamide, N, N-dimethylacetamide, N-methyl-formanilide, N-methylpyrrolidone or hexaethyl-fos-forotriamide; N-oxides, such as N-methylmorpholine-N-oxide; esters such as methyl, ethyl or butyl acetate; sulfoxides, such as dimethisulfoxide; sulfones, such as sulfolane, alcohols such as methanol, ethanol, n- or i-propanol, n-, iso-, sec- or tert-butanol, ethanediol, propane- 1, 2-diol, ethoxyethanol, methoxyethanol, DIETI lenglicolmono- methyl ether, diethylene glycol monoethyl ether. The temperature of the reaction in process (A) a) according to the invention can vary within wide limits. In general, work is carried out at temperatures between -50 ° C and + 150 ° C, preferably between -20 ° C and + 100 ° C. When the process (A) a) according to the invention is carried out, the acid is generally used in excess. The process (A) b) according to the invention is carried out as catalytic hydrogenation or according to other methods known in general for the reduction of. nitro groups (see for example Houben-Weyl, Methoden der Organischen Chemie, Georg Thieme Verlag Stuttgart, volume 11/1, 394 409 and volume 4 / lc, 490 506). The process (A) c) according to the invention is carried out as hydrolysis according to methods known per se, for example with aqueous hydrochloric acid. Suitable diluents for carrying out process (A) b) and (A) c) are the diluents mentioned above for process (A) a). Suitable diluents for carrying out the process (B) according to the invention are organic solvents and mixtures thereof. By way of example, mention may be made of aliphatic, alicyclic or aromatic hydrocarbons, such as, for example, petroleum ether, hexane, heptane, cyclohexane, methylcyclohexane, benzene, toluene, xylene or decalin; halogenated hydrocarbons, such as for example chlorobenzene, dichlorobenzene, methylene chloride, chloroform, tetrachloromethane, dichloro-, trichloroethane or tetrachlorethylene; ethers such as diethyl ether, diisopropyl ether, methyl t-butyl, t-meth yl-amyl ether, dioxane, tetrahydrofuran, 1, 2-dimethoxyethane, 1,2-diethoxy-ethane, diethylene glycol dimethyl ether or anisole.

Preference is given to using a solution of the Grignard compound of the formula (IV) in an ether and a solution of the O-methylsulfonyloxime of the formula (III) in a hydrocarbon. The temperature of the reaction in process (B) according to the invention can vary within wide limits. In general, work is carried out at temperatures between -100 ° C and + 50 ° C, preferably between -80 ° C and + 30 ° C. In carrying out the process (B) according to the invention, the Grignard compound of the formula (IV) and the O-methylsulfonyloxime of the formula (III) are used in a molar ratio of 1: 1 to 3: 1, preferably 1. : 1 to 2: 1. For carrying out process (C) according to the invention, palladium (0) complexes are suitable as a catalyst. Advantageously, tetrakis (triphenylphosphine) palladium will be preferred. Suitable acid acceptors for carrying out the process (C) according to the invention are inorganic or organic bases. These preferably include hydroxides, acetates, carbonates or bicarbonates of alkaline earth metals or alkali metals such as for example sodium hydroxide, potassium, barium or ammonium, sodium acetate, potassium, calcium or ammonium carbonate sodium, potassium or ammonium, sodium or potassium bicarbonate, alkali fluorides such as for example cesium fluoride, and also tertiary amines, such as trimethylamine, triethylamine, tributylamine, N, N-dimethylaniline, N, N-dimethylaminopyridine , diazabicyclooctane. (DABCO), diazabicyclononene (DBN) or diazabicycloundecene (DBU). Suitable diluents for carrying out the process (C) according to the invention are water, organic solvents and mixtures thereof. So emplificativa example include: aliphatic, alicyclic or aromatic hydrocarbons, such as for example petroleum ether, hexane, heptane, ciciohexano, meth ilciclohexano, benzene, toluene, xylene or decalin; halogenated hydrocarbons, such as for example chlorobenzene, dichlorobenzene, methylene chloride, chloroform, tetrachloromethane, dichloro-, trichloroethane or • tetrachlorethylene; ethers, such as diethyl-, diisopropyl-, methyl-t-butyl-, methyl-t-amyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane, diethylene glycol dimethyl ether or anisole; alcohols, such as methanol, ethanol, n- or i-propanol, n-, iso-, sec.- or tere. -butanol, ethanediol, propane-1,2-diol, ethoxyethanol, methoxyethanol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether. The temperature of the reaction in process (C) according to the invention can vary widely. In general, the process is carried out at temperatures between 0 ° C and + 140 ° C, preferably between 50 ° C and + 100 ° C. In carrying out the process (C) according to the invention, the boronic acids of the formula (VI) of the compounds of the formula (V) are used in the molar ratio of 1: 1 to 3: 1, preferably 1: 1 to 2: 1 .. In general, from 0.005 to 0.5 mol, preferably from 0.01 mol to 0.1 mol catalyst per mol of the compound of the formula (V) are employed. The base is generally used in excess. The process (D) according to the invention is preferably carried out in the presence of a suitable acid-binding agent. As such, all usual inorganic or organic bases are suitable. These preferably include hydrides, hydroxides, amides, alcoholates, acetates, carbonates or bicarbonates of alkaline earth metals or alkali metals, such as, for example, sodium hydride, sodium, potassium or ammonium hydroxide, sodium amide, lithium diisopropylamide. , sodium methylate, sodium ethylate, tere. -butyrate of potassium, sodium, potassium, calcium or ammonium acetate, sodium carbonate, potassium or ammonium carbonate, sodium or potassium bicarbonate, as well as tertiary amines such as trimethylamine, triethylamine, tributylamine, N, N -dimethylaniline, N, N-dimethyl-1-benzylamine, pyridine, N-methylpiperidine, N-methylmorpholine, N, N-dimethylaminopyridine, diazabicyclooctane (DABCO), diazabicyclononene (DBN) or diazabicycloundecene (DBU). The process (D) according to the invention can be carried out in the presence of a suitable phase transfer catalyst. As examples of such catalysts, mention may be made of: iodide, bromide or tetrabutylammonium chloride, tributylmethylphosphonium bromide, trimethylalkylammonium chloride or bromide or 13/15 carbon atoms, dibenzyldimethylammonium methylsulfate, dimethylalkylbenzylammonium chloride with 12/14 carbon atoms, -Cone-5, 18-crown-6 or tris- [2- (2-methoxyethoxy) ethyl] -amine. The process (D) according to the invention is preferably carried out in the presence of a diluent. In this case, for example, all the solvents listed in the case of process (A) are suitable. The temperature of the reaction in process (D) according to the invention can vary within wide limits. In general, work is carried out at temperatures between -20 ° C and + 100 ° C, preferably between 0 ° C and 60 ° C. In carrying out the process (D) according to the invention, approximately equimolar amounts of the educts are generally employed. However, an excess of the compound of the formula (VII) can also be used. l < The reactions according to process (E) according to the invention are derivatized reactions known to a person skilled in the art, especially esters of carboxylic acids and ketones (see for example Houben-Weyl, Methoden der Organischen Chemie, Georg Thieme Verlag, Stuttgart, volume VII / 2b, especially 1912 and following, volume VIII for esters of carboxylic acids and their derivatives, volume E5, especially pages 812 et seq. And the literature cited therein). The process steps (F) according to the invention are carried out, if appropriate, in the presence of a diluent. In this case water (not in the case of F. a), organic solvents and mixtures thereof are considered. By way of example, mention may be made of aliphatic, alicyclic or aromatic hydrocarbons, such as, for example, petroleum ether, hexane, heptane, cyclohexane, methylcyclohexane, benzene, toluene, xylene or decalin.; halogenated hydrocarbons, such as for example chlorobenzene, dichlorobenzene, methylene chloride, chloroform, tetrachloromethane, dichloro-, trichloroethane or tetrachlorethylene; ethers, such as diethyl-, diisopropyl-, methyl-t-butyl-, methyl-t-amyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane, diethylene glycol dimethyl ether or anisole; ketones, such as acetone, butanone, methyl isobutyl ketone or cyclohexanone; nitriles, such as acetonitrile, propionitrile, n- or i-butyronitrile or benzonyl trile; amides, such as formamide, N, N-dimethyl formamide, N, N-dimethylacetamide, N-methy1-formanilide, N-methylpyrrolidone or hexamethylphosphorotriamide; N-oxides, such as N-methylmorpholine-N-oxide; esters such as methyl, ethyl or butyl acetate; sulfoxides, such as dimethisulfoxide; sulfones, such as sulfolane, alcohols, such as methanol, ethanol, n- or i-propanol, n-, iso-, sec- or tert-butanol, ethanediol, propane-1,2-diol, ethoxyethanol, methoxyethanol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether; Water . The temperature of the reaction in the individual steps of the process (F) according to the invention can vary within wide limits. In general, work is carried out at temperatures between -50 ° C and + 250 ° C, preferably between -20 ° C and + 100 ° C. In carrying out the process (F), the chloroacetophenone (F-I) and the iminium salt (F-II) are used in a molar ratio of 1: 1 to 2: 1, preferably of 1.1: 1. In carrying out the process (F), the compounds of the formula (F-III) and the benzyl cyanide of the formula (F-IV) are used in the molar ratio of 1: 1 to 1: 2, preferably 1: 1.05. In carrying out the process (F), the compounds of the formula (F-V) are used with respect to NaOH or H202, in the proportion of 1: 2.5: 5 to 1: 5: 10, preferably 1: 2.5: 5 based on the equivalents. In carrying out the process (F), the PIFA (F-VII) and the compounds of the formula (F-VI) are used in the molar ratio of 1: 1 to 3: 1, preferably 1: 1 to 2: 1. . The process steps (G) according to the invention are carried out, if necessary, in the presence of a diluent. In this case water (not in the case of G. ce and ß), organic solvents and mixtures thereof are considered. By way of example, mention may be made of aliphatic, alicyclic or aromatic hydrocarbons, such as, for example, petroleum ether, hexane, heptane, cyclohexane, methylcyclohexane, benzene, toluene, xylene or decalin; halogenated hydrocarbons, such as for example chlorobenzene, dichlorobenzene, methylene chloride, chloroform, tetrachloromethane, dichloro-, trichloroethane or tetrachlorethylene; ethers, such as diethyl-, diisopropyl-, meth i 1-t-butyl-, methyl-t-amyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane, diethylene glycol dimethyl ether or anisole; ketones, such as acetone, butanone, methylisopropyl ketone or cyclohexanone; nitriles, such as acetonitrile, propionitrile, n- or i-butyronitrile or benzonitrile; amides, such as formamide, N, N-dimethylformamide, N, N-dimethylacetamide, N-methyl-formanilide, N-methylpyrrolidone or hexamethylphos forotriamide; N-oxides, such as N-methylmorpholine-N-oxide; esters such as methyl, ethyl or butyl acetate; sulfoxides, such as dimethisulfoxide; sulfones, such as sulfolane; alcohols, such as methanol, ethanol, n- or i-propanol, n-, iso-, sec- or tert-butanol, ethanediol, propane-1,2-diol, ethoxyethanol, methoxyethanol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether; Water . The temperature of the reaction in the individual steps of the process (F) according to the invention can vary within wide limits. In general, work is carried out at temperatures between -50 ° C and + 250 ° C, preferably between -20 ° C and + 100 ° C.

Steps a) and ß) of the process (F) according to the invention are preferably carried out in the presence of a suitable acid acceptor. As such, all usual inorganic or organic bases are suitable. These preferably include hydrides, hydroxides, amides, alcoholates, acetates, carbonates or bicarbonates of alkaline earth metals or alkali metals, such as, for example, sodium, potassium, calcium or ammonium acetate, sodium carbonate or potassium carbonate. ammonium, sodium bicarbonate or potassium bicarbonate, as well as tertiary amines such as trimethylamine, triethylamine, tributylamine, N, N-dimethylaniline, N, N-dimethyl-benzylamine, pyridine, N-methylpiperidine, N-methylmorpholine, N, N -dimethylaminopyridine, diazabicyclooctane (DABCO), diazabicyclononene (DBN) or diazabicycloundecene (DBU). The O-chlorobenzoyl chloride or the methyl ester of O-chlorobenzoic acid will be used in excess. The reactions of the processes according to the invention can be carried out at normal pressure or under higher pressure, preferably at normal pressure. The elaboration is carried out according to usual methods of organic chemistry.

The final products are preferably purified by crystallization, purification by chromatography or by removal of the volatile components, if appropriate under vacuum. The active compounds according to the invention are suitable, with a good compatibility for plants and a toxicity suitable for mammals, for the control of animal pests, preferably against insects, arachnids and nematodes, which occur in agriculture, in forestry, for the protection of stored products and materials as well as in the field of hygiene. They are active against normally sensitive and resistant species as well as against all or some of the stages of development. • To the pests mentioned above belong: From the order of the isopods, for example, Oniscus asellus, Armadillidium vulgare, Porcellio scaber. From the order of the diplópodos, for example, Blaniulus guttulatus. From the order of the chilopoda, for example, Geophilus carpophagus, Scutigera spec ..

From the order of the sinfilos, for example, Scutigerella immaculata. From the order of the tisane, for example, Lepisma saccharina. Of the order of springtails, for example, Onychiurus armatus. From the order of the orthoptera, for example, Blatta orientalis, American Periplaneta, Leucophaea maderae, Germanic Blattella, Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus differentialis, Schistocerca gregaria. From the order of dermápteros, for example, Forfícula auricularia. From the order of the Isoptera, for example, Reticulitermes spp. From the order of the anopplides, for example, Pediculus humanus corporis, Haematopinus spp., Linognathus spp. From the order of the malophagus, for example, Trichodectes spp., Damalinea spp. From the order of the Thysanoptera, for example, Hercinothrips femoralis, Thrips tabaci. From the order of the heteroptera, for example, Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Ci ex Lectularius, Rhodnius prolixus, Triatoma spp. From the order of the Homoptera, for example, Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii , Brevicoryne brassicae, Cruptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Phylloxera vastatrix, Pemphigus spp., Macrosiphum avenae, Myzus spp., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens; Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp. From the order of the Lepidoptera, for example, Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Li thocolletis blancardella, Hyponomeuta padella, Plutella maculipennis Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltia spp., Earias insulana, Heliothis spp., Laphygma exigua, Mamestra brassicae, Panolis flam ea, Prodenia litura, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, 'Pieris spp., Chilo spp. Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellionella, Hofmannophila pseudospretella, Cacoecia podana, Capua reticulana, Choristoneura fumiferana, Clysia ambiguella, Homona magnanimous, Tortrix viridana. From the order of Coleoptera, for example, Anobium punctatum, Rhizopertha dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodes chrysocephala, Epilachna varivestis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., Ot iorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica. Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Niptus hololeucus. Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis, Costelytra zealandica. From the order of Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis and Vespa spp.

From the order of Diptera, for example, Aedes spp., Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chryso spp., Cuterebra spp., Gastrophilus. spp., Hyppobosca spp., Stomoxys spp., Oestrus spp., Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinela frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitana, Dacus oleae and Typula paludosa. From the order of siphonoptera, for example, Xenopsylla cheopis, Ceratophyllus spp. From the order of arachnids, for example Scorpio maurus, Latrodectus mactans. From the order of mites, for example Acarus siró, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis, Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalomma spp., Ixodes spp., Psoroptes spp. ., Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp., Tetranychus spp. Plant parasitic nematodes include, for example, Pratylenchus spp., Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans. Heterodera spp., Meloidogyne spp., Aphelenchoides spp., Longidorus spp., Xiphinema spp., Trichodorus spp. The compounds according to the invention of the formula (I) are characterized especially by an excellent effect against larvae of the horseradish leaf beetle (Phaedon cochleariae), against caterpillars of the nocturnal moth (Spodoptera frugiperda), against the larvae of the green rice cicada (Nephotettix cinticeps), the peach leaf louse (Myzus persicae) and against all stages of the common red spider mite (Tetranychus urticae). The active products according to the invention • can be transformed into the usual formulations, such as solutions, emulsions, sprayable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension-emulsion concentrates, natural and synthetic materials impregnated with the active compound, as well as microencapsulated in polymer materials. These formulations are prepared in known manner, for example by mixing the active compounds with extenders, ie with liquid solvents and / or solid excipients, optionally with the use of surfactants, ie emulsifiers and / or dispersants and / or foam generating means. When water is used as an extender, organic solvents can be used, for example, as auxiliary solvents. Preferred liquid solvents are: aromatic hydrocarbons, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic hydrocarbons and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for example petroleum fractions, alcohols such as butanol or glycol, as well as their ethers and esters, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, or strongly polar solvents, such as dimethylformamide and dimethisulfoxide as well as water. As solid excipients come into consideration: by. Examples are ammonium salts and ground natural minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic minerals ground, such as highly dispersed silicic acid, aluminum oxide and silicates, such as solid excipients for granulates are considered: for example broken and fractionated natural minerals, such as calcite, marble, pumice, sepiolite and dolomite, as well as synthetic granules of inorganic and organic flours and granulates of organic material, such as sawdust. coconut husks, corn ears and tobacco stems; suitable emulsifiers and / or foamers are, for example, nonionic and anionic emulsifiers, such as polyoxyethylenated esters of fatty acids, polyoxyethylenated ethers of fatty alcohols, for example, alkylaryl polyglycol ether, alkylsulfonates, alkyl sulphates, arylsulfonates, as well as albumin hydrolysates; Dispersants are suitable as dispersants: for example, sulphite lignin liquors and methylcellulose. In the formulations, adhesives such as carboxymethylcellulose, natural and synthetic polymers that are pulverulent, granulable or in the form of latex, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, as well as natural phospholipids such as cephalin and lecithin, and synthetic phospholipids can be used. Other additives can be mineral and vegetable oils. Dyes, such as inorganic pigments, for example, iron oxide, titanium oxide, Prussian blue and organic dyes, such as metallic alizarin, azo and phthalocyanine dyes as well as trace nutrients, such as iron salts, manganese, may be employed. , boron, copper, cobalt, molybdenum and zinc. The formulations contain, in general, between 0.1 and 95% by weight, preferably between 0.5 and 90% of active product. The active compounds according to the invention can be present in their commercially available formulations as well as in the application forms prepared from these formulations, in admixture with other active ingredients, such as insecticides, baits, sterilants, acaricides, nematicides, fungicides, growth regulating products or herbicides. Insecticides include, for example, esters of phosphoric acid, carbamates, esters of carbonic acid, chlorinated hydrocarbons, phenylureas, products prepared by means of micro-organisms and the like. Particularly convenient components of the mixture are, for example, the following: Fungicides: 2-Aminobutane; 2-anilino-4-methyl-6-cyclopropyl-pyrimidine; 2 ', 6' -dibromo-2-methyl-4 '-trifluoromethoxy-4'-trifluoromethyl-1,3-thiazole-5-carboxanilide; 2,6-dichloro-N- (4-trifluoromethylbenzyl) benzamide; (E) -2-methoxyimino-N-methyl-2- (2-phenoxy phenyl) -acetamide; 8-hydroxyquinolinesulfate: methyl- (E) -2-. { 2- [6- (2-Cyanophenoxy) -pyrimidin-4-yloxy] phenyl} -3-methoxyacrylate; methyl- (E) -methoxyimino [alpha- (o-tolyloxy) -o-tolyl] acetate; 2-Phenylphenol (OPP), Aldimorph, Ampropylfos, Anilazin, Azaconazole, Benalaxyl, Benodanil, Benomyl, Binapacryli Biphenyl, Bitertanol, Blasticidin-S, Bromuconazole, Bupirimate. Buthiobate, calcium polysulfide, Captafol, Captan, Carbendazim, Carboxin, Chinomethionat (Chinocythionat), Chloroneb, Chloropicrin, Chlorothalonil, Chlozolinat, Cufraneb, Cymoxanil, Cyproconazole, Cyprofuram, Dichlorophen, Diclobutrazol, Diclofluanid, Diclomezin, Dicloran, Diethofencarb, Di phenoconazole, Dimethirimol, Dimethiromol, Diniconazole, Dinocap, Diphenylamin, Dipyrithion, Ditalimphos, Dithianon, Dodine, Drazoxolon, Edifenphos, Epoxyconazole, Ethyrimol, Etridiazole, Fenarimol, Fenbuconazole, Fenfuram, Fenitropan, Fenpiclonil, Fenpropidin, Fenpropimorph Fentinacetat, Fentinhydroxyd, Ferbam, Ferimzone, Fluazinam , Fludioxonil, Fluoromide, Fluquinconazole, Flusilazole, Flusulfamide, Flutolanil, Flutriafol, Folpet, Fosetyl-Aluminum, Fthalide, Fuberidazole, Furalaxil, Furmecyclox. Guazatine, Hexachlorobenzene, Hexaconazole, Hymexazole, Imazalil, Imibenconazole, Iminoctadin, Iprobenfos (PPI), Iprodion, lsoprothiolan, Kasugamycin, copper compositions, such as; copper hydroxide, copper naphthenate, copper oxychloride, copper sulfate, copper oxide, copper oxine and mixture of Bordeux, Mancopper, Mancozeb, Maneb Mepanipyrim, Mepronil, Metalaxyl, Metconazole, Methasulfocarb, Methfuroxam, Metiram, Metsulfovax, Myclobutanil Nickel dimethyldithiocarbamate, Nitrothal-isopropyl, Nuarimol, Ofurace, Oxadixyl, Oxamocarb, Oxycarboxin, Perfurazoat, Penconazole, Pencycuron, Phosdiphen, Phthalid, Pimaricin, Piperalin, Polycarbamate, Polyoxin, Probenazol, Prochloraz, Procymidon, Propamocarb, Propiconazole, Propineb, Pyrazophos, Pyrifenox, Pyrimethanil, Pyroquilon, Quintozen (PCNB), Sulfur and sulfur compositions, Tebuconazole, Tecloftalam, Tecnazen, Tetraconazole, Thiabendazole, Thicyofen, Thiophanat-methyl, Thiram, Tolclophos-methyl, Tolylfluanid, Triadimefon, Triadimenol, Triazoxid, Trichlamid, Tricyclazole, Tridemorph, Triflumizol, Triforin, Tri t iconazole, Validamycin A, Vinclozolin, Zineb, Ziram. Bactericides: Bronopol, Dichlorophen, Nitrapyrin, nickel dimethyldithiocarbamate, Kasugamycin, Octhilinon, furanocarboxylic acid, Oxytetracyclin, Probenazol, Streptomycin, Tecloftalam, copper sulfate and other copper preparations.

Insecticides / Asaricides / Nematicides: Abamectin, AC 303 630, Acephat, Acrinathrin, Alanycarb, Aldicarb, Alphamethrin, Amitraz, Avermectin, AZ 60541, Azadirachtin, Azinphos A, Azinphos M, zocyclotin, Bacillus thuringiensis, Bendiocarb, Benfuracarb, Bensultap, Betacyluthrin , Bifenthrin, BPMC, Brofenprox, Bromophos A, Bufencarb, Buprofezin, Butocarboxin, Butylpiridaben, Cadusafos, Carbaryl, Carbofuran, Carbophenothion, Carbosulfan, Cartap, CGA 157419, CGA 184699, Chloethocarb, Chlorethoxyphos, Chlorfenvinphos, Chlorfluazuron, Chlormephos, Chlorpyri fos, Chlorpyrifos M, Cis-Resmethrin, Clocythrin, Clofentezin, Cyanophos, Cycloprothrin, Cyfluthrin, Cyhalothrin, Cyhexatin, Cypermethrin, Cyromazin, Deltamethrin, Demeton M, Demeton S, Demeton-S-methyl. Diafenthiuron, Diazinon, Dichlofenthion, Dichlorvos, Diciplhos, Dicrotophos, Diethion, Diflubenzuron, Dimethoat, Dymethylvinphos, Dioxathion, Disulfoton, Edifenphos, Emamectin, Esfenvalerat, Ethiofencarb ,. Ethion, Ethofenprox, Ethoprophos Etrimphos, Fenamiphos, Fenazaquin, Fenbutatinoxid, Fenitrothion, Fenqbucarb, Fenothiocarb, Fenoxycarb, Fenpropathrin, Fenpyrad, Fenpyroximat, Fenthion, Fenvalerate, Fipronil, Fluazinam, Flucycloxuron, Flucythrinat, Flufenoxuron, Flufenprox, Fluvalinate, Fonophos, Formothion, Fosthiazat , Fubfenprox, Furathiocarb, HCH, Heptenophos, Hexaflumuron, Hexythiazox, Imidacloprid, Iprobenfos, Isazophos, Isofenphos, lsoprocarb, Isoxathion, Ivemectin, Lamda-cyhalothrin, Lufenuron, Malathion, Mecarbam, Mervinphos, Mesulfenphos, Metaldehyd, Methacrifos, Metha idophos, Methidathion, Methiocarb, Methomyl, Metolcarb, Milbemectin, Monocrotophos, Moxidectin. Naled, NC 184, NI 25, Nitenpyram Omethoat, Oxamyl, Oxydemethon M, Oxydeprofos, Parathion A, Parathion M, Permethrin, Phenthoat, Phorat, Phosalon, Phosmet, Phosphamidon, Phoxim, Pirimicarb, Pirimiphos M. Primiphos A, Profenofos, Pro ecarb , Propaphos, Propoxur, Prothiophos, Prothoat, Pymetrozin, Pyrachlophos, Pyradaphenthion, Pyresmethrin, Pyrethru, Pyridaben, Pyrimidifen, Pyriproxifen, Quinalphos. RH 5992. Salithion, Sebufos, Silafluofen, Sulfotep, Sulprofos, Tebufenozid, Tebufenpyrad, Tebupiri phos, Teflubenzuron ', Tefluthrin, Temephos, Terbam, Terbufos, Tetrachlorvinphos, Thiafenox, Thiodicarb, Thiofanox, Thiomethon, Thionazin, Th.uringiensin, Tralomethrin, Triarathen, Triazophos, Triazuron, Trichlorfon, Triflumuron, Trimethacarb, Vamidothion, XMC, Xylylcarb, Yl '5301/5302, Zetamethrin. A mixture with other active products, such as herbicides or with fertilizers and growth regulators is also possible. The active compounds according to the invention can also be present in their commercially available formulations as well as in the application forms prepared from these formulations in a mixture with synergists. The synergists are compounds by which the effect of the active products is increased without the synergist added having to be active in itself. The active product content of the application forms prepared from the commercially available formulations can vary within wide limits. The concentration in active product of the application forms can be from 0.0000001 to 95% by weight of active product, preferably between 0.0001 and 1% by weight. The application is carried out in a form adapted to the forms of application. When used against hygiene pests and stored products, the active products are characterized by the outstanding residual effect on wood and clay as well as good alkali stability on whitewashed substrates. The active compounds according to the invention not only act against plant pests, hygiene and stored products, but also in the veterinary sector against animal parasites (ectoparasites) such as hard ticks, soft ticks, mites of the scabies, migratory mites, flies (choppers and suckers), larvae of parasitic flies, lice, hair nits, nits of feathers and fleas. These parasites belong to: From the order of anopplides, for example Haematopinus spp., Linognathus spp., Pediculus spp., Pthirus spp., Solenopotes spp.

From the order of the Mallofagos and the suborders of the amblycerins as well as the ischinocerines, for example, Trimenopon spp., Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp., Lepikentron spp., Damalina spp., Trichodectes spp., Felicola spp. From the order of the dipterans and the suborders of the nematocerines as well as the braquicerinos, for example, Aedes spp. , Anopheles spp., Culex spp., Simulium spp. , Eusimulium spp., Phlebotomus spp., Lutzomyia spp. , Culicoides spp., Chrysops spp., Hybomitra spp. , Atylotus spp., Tabanus spp., Haematopota spp. , Philipomyia spp., Braula spp., Musca spp. , Hydrotaea spp., Stomoxys spp., Haematobia spp. , Morellia spp., Fannia spp., Glossina spp. , Calliphora spp., Lucilia spp., Chrysomyia spp. , Wohlfahrtia spp., Sarcophaga spp., Oestrus spp. , Hypoderma spp., Gasterophilus spp., Hippobosca spp. , Lipoptena spp., Melophagus spp. From the order of siphonoptera, for example Pulex spp., Ctenocephalides spp. , Xenospsylla spp., Ceratophyllus spp .; From the order of the heteropterids, for example Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp. From the order of the blatarids, for example Blatta orientals, American periplanet, Blattela germanica, Supella spp. From the subclass of the mites (Acarida) and suborder meta-as well as mesostigmat, for example Argas spp., Ornithodorus spp., Otabius spp., Ixodes spp., Amblyom a spp., Boophilus spp., Dermacentor spp., Haemaphysalis spp., Hyalomma spp., Rhipicephalus sp.p., Der anyssus spp., Raillietia spp., Pneumonyssus spp., Sternostoma spp., Varroa spp. From the order of actinedides (Pros tigmata) and acaridids (Astigmata), for example Acarapis spp. . Cheyletiella spp., Ornithocheylet ia spp. Myobia spp., Psorergates spp., Demodex spp. Trombicula spp., Listrophorus spp., Acarus spp. Tyrophagus spp., Caloglyphus spp., Hypodectes spp. Pterolichus spp., Psoroptes spp., Chorioptes spp. Otodectes spp., Sarcoptes spp., Notoedres spp. Knemidocoptes spp., Cytodites spp. Laminosioptes spp. For example, they show an excellent activity against all the larval stages of the Lucilia cuprina fly and against all development stages of the Amblyomma variegatum tick. The active compounds of the formula (I) according to the invention are also suitable for the control of arthropods, which attack animals useful in agriculture, such as, for example, cows, lambs, goats, horses, pigs, donkeys, camels, hippos, rabbits, chickens, ducks, turkeys, geese, bees, other domestic animals such as, for example, dogs, cats, room birds, aquarium fish as well as so-called test animals such as, for example, hamsters, guinea pigs of Indians, rats and mice.

Through the fight against these arthropods deaths and decreases in productivity will be avoided (in meat, milk, wool, skins, eggs, honey etc.) so that, by using the active products according to the invention. it is possible a more economic and simple maintenance of the animals. The application of the active compounds according to the invention is carried out, in the veterinary field, in a known manner by enteral administration in the form, for example, of tablets, capsules, beverages, dragees, pastes, boli, by means of the process by means of the feed " feed-through ", suppositories, by parenteral administration, such as for example by injection (intramuscular, subcutaneous, intravenous, intraperitoneal and similar), implants, by nasal application, by dermal application in the form of, for example, immersion or bathing (Dippen), spray (Spray), irrigated (Pour-on and Spot-on), washed, powdered as well as with the help of molded bodies containing the active product such as collars, ear tags, tail tags, limb bands, halters, marking devices, etc. When used for livestock, poultry, domestic animals, the active compounds of the formula (I) can be used as formulations (for example powders, emulsions, spreadable agents), containing the active compounds in amounts of 1 to 80% by weight, directly or after a dilution of 100 to 10,000. Sometimes or can be applied in the form of chemical bath. It has also been found that the compounds of the formula (I) show a high insecticidal effect against the insects that destroy industrial materials. By way of example and preferred, but without limitation, the following insects can be mentioned: Beetles, such as Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinus pecticornis, Dendrobium pertinex, Ernobius mollis, Priobium carpine, Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis; Xyleborus spec., Tryptodendron spec., Apate monachus, Bostrychus capucins, Heterobos trychus brunneus, Sinoxylon spec., Dinoderus minutus. Hymenoptera, such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur. Termites, such as Kalotermes flavicollis, Cryptotermes brevis, Heterotermes indicala, Reticuli termes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus. Thysanides, such as Lepisma saccarina. Industrial materials will be understood in the present context as non-living materials, such as, preferably, synthetic materials, glues, glues, paper and cardboard, leather, wood and wood processing products and paints. In a very special way, the materials to be protected against attack by insects are made of wood and wood products. For wood and wood processing products, which can be protected by means of the agents according to the invention or of the mixtures containing them, it should be understood, for example: construction wood, wooden beams, railway sleepers, parts for bridges, boat ribs, wooden vehicles, boxes, pallets, containers, telephone poles, wooden coverings, wooden windows and doors, wooden plywood, plywood boards, carpentry works or wood products, which find application, in a very general way, at home or in the construction industry. The active compounds can be used as such, in the form of concentrates or customary formulations in general, such as powders, granules, solutions, suspensions, emulsions or pastes. Said formulations can be prepared in a manner known per se, for example by mixing the active ingredients with at least one solvent or diluent, emulsifier, dispersants and / or binder or binding agent, water repellent, if appropriate drying agents and stabilizers against UV and, if necessary, dyes and pigments as well as other processing aids. The insecticidal agents or concentrates to be used for the protection of wood and wood materials contain the active compound according to the invention in a concentration of 0.0001 to 95% by weight, especially 0.001 to 60% by weight. The amounts of the agents or concentrates used depend on the type and origin of the insects and the environment. The optimum application quantities can be determined respectively by means of series of tests prior to the application. In general, however, it is sufficient to employ from 0.0001 to 20% by weight, preferably from 0.001 to 10% by weight of the active product, based on the material to be protected. As a solvent and / or diluent, a solvent or a mixture of organochemical solvents and / or a solvent or mixture of organo-chemical, oleaginous or oil-like solvents, which are hardly volatile, and / or a solvent or mixture of polar organochemical solvents. and / or water and, if appropriate, an emulsifier and / or humectant. The organochemical solvents used are preferably oleaginous or oleaginous solvents, with an evaporation value above 35 and a flame point above 30 ° C, preferably above 45 ° C. By way of such water-insoluble, oil-soluble or oleaginous-type solvents which are difficult to volatile, corresponding mineral oils or their aromatic fractions or mixtures of solvents containing mineral oils, preferably benzine for tests, petroleum and / or alkylbenzene, are used. Advantageously, mineral oils with a boiling range of 170 to 220 ° C, benzine for tests with a boiling range of 170 to 220 ° C, spindle oil with a boiling range of 250 to 350 ° C, petroleum or aromatic hydrocarbons with a boiling range of 160 to 280 ° C, terpentine oil and the like. In a preferred embodiment, liquid aliphatic hydrocarbons having a boiling range of 180 to 210 ° C or a high-boiling mixture of aromatic and aliphatic hydrocarbons having a boiling range of 180 to 220 ° C and / or oil for use are used. spindles and / or monochloronaphthalene, preferably a-monochloronaphtal ina. The organic solvents, hardly volatile, oleaginous or of oleaginous type, with an index of evaporation located above 35 and with a point of flame located above 30 ° C. preferably above 45 ° C, they can be partially replaced by light or medium volatility organochemical solvents, with the proviso that the solvent mixture has an evaporation index above 35 and a flame point located above 30 ° C, preferably above 45 ° C, and that the insecticidal-fungicidal mixture is soluble or emulsifiable in this solvent mixture. According to a preferred embodiment, a part of the solvent or mixture of organochemical solvents or a solvent or mixture of aliphatic, polar organochemical solvents will be replaced. Preference is given to using aliphatic organochemical solvents containing hydroxyl and / or ester and / or ether groups, such as, for example, glycol ether, esters or the like. As organic-chemical binders, synthetic resins and / or setting drying oils, known per se, dilutable with water and / or soluble or dispersible or emulsifiable in the organic-chemical solvents used, will be used within the scope of the present invention. especially binders consisting of or containing acrylic resin, a vinyl resin, for example polyvinyl acetate, polyester resin, polycondensation or polyaddition resin, polyurethane resin, alkyd resin or modified alkyd resin, phenolic resin, hydrocarbon resin such as indeno-coumaron resin, silicone resin, vegetable drying and / or drying oils and / or physical drying binders based on a natural and / or synthetic resin. The synthetic resin used as a binder can be used in the form of an emulsion, dispersion or solution. Bitumen or bituminous substances up to 10% by weight can also be used as binders. In a complementary manner, dyes, pigments, water-repelling agents, odor correctors and inhibitors or anticorrosive agents known per se and the like can be used. It is preferred to use at least one alkyd resin or a modified alkyd resin and / or a drying vegetable oil in the medium or concentrate according to the invention as an organochemical binder. Preferably, alkyd resins having an oil content of greater than 45% by weight, preferably from 50 to 68% by weight, are preferably used according to the invention. The aforementioned binder can be partially or completely replaced by a fixing agent (mixture) or by a plasticizer (mixture). These additives should avoid volatilization of active products as well as crystallization or precipitation. They preferably replace 0.01 to 30% of the binder (based on 100% of the binder used). The plasticizers are of the chemical class of phthalic acid esters such as dibutyl, dioctyl or benzylbutyl phthalate, phosphoric acid esters, such as tributyl phosphate, esters of adipic acid, such as di- (D-adipate). 2-ethylhexyl), stearates such as butyl stearate or amyl stearate, oleates such as butyl oleate, glycerin ethers or high molecular weight glycol ethers, glycerin esters as well as esters of p-toluenesulfonic acid. Fixative agents are chemically based on polyvinylalkyl ethers such as polyvinyl methyl ether or ketones such as benzophenone, ethylenebenzophenone. Especially the water or solvent is wateroptionally mixed with one or more of the aforementioned solvents or diluents, emulsifier and organochemical dispersants. Especially effective protection of the wood is achieved by impregnation processes on an industrial scale, for example vacuum, double vacuum or pressure processes. Agents ready for application may, if necessary, contain other insecticides and, if appropriate, one or more fungicides. The insecticides and fungicides mentioned in WO 94/29 268 are preferably used as additional components of the mixture. The compounds mentioned in this document are expressly an integral part of the present application. Particularly preferred mixing components are insecticides, such as Chlorpyriphos, Phoxim, Silafluofin, Alphamethrin, Cyfluthrin, Cypermethrin, Deltamethrin, Per ethrin, Imidacloprid, NI-25, Flufenoxuron, Hexaflumuron and Triflumuron, as well as fungicides such as Epoxiconazole, Hexaconazole, Azaconazole, Propiconazole, Tebuconazole, Cyproconazole, Metconazole, Imazalil, Dichlorfluanid, Tolylifluanid, 3-iodo-2-propynyl-butylcarbamate, N-octyl-isothiazolin-3-one and 4,5-dichloro-N-octylisothiazolin-3- ona The preparation and use of the active compounds according to the invention is apparent from the following examples. Examples of obtaining. Example 1-8: 3.22 g (7.5 mmol) of PIFA were available (1,1-bis- (trifluoroacetoxy) iodobenzene) in 25 ml of absolute acetonitrile and 10 ml of deionized water. Then 1.9 g (5.0 mmol) of F-VI-1 are added at room temperature and stirred for approximately 4 hours at room temperature. TO -continued were combined with 100 ml of IN HCl and heated for approximately 3 hours under stirring at 50 ° C. The reaction mixture was extracted with methyl t-butyl ether and the organic phases were combined. The organic phases were extracted with IN HCl and the combined HCl phases were made alkaline with 20% NaOH solution. The solution obtained in this way was extracted again with methyl-t-butyl ether, the organic phases were combined, dried and concentrated by evaporation. 0.9 g (54% of theory) of 2- (2-chlorophenyl) -5- (4-bromophenyl) -3,4-dihydro-2H-pyrrole was obtained. XH-NMR (500MHz, d6-DMSO [ppm]: 1.7 / 2.5 / 3.0-3.1) (m, 4H, 2xCH2): 5.2 (m, 1H, CH); 7.2-7.7 (m, 8H, ArH).

Example 1-7: 1.0 g (3.0 mmol) of 2- (2-chlorophenyl) -5- (4-bromophenyl) -3,4-dihydro-2H-pyrrole (1-8) in 8.0 ml of dimethoxyethane and 6.4 ml of solution was placed. IN Na2C03- At room temperature 0.93 g (4.5 mmol) of trifluoromethoxyphenylboronic acid were added and then approximately 20 minutes argon was passed through the reaction mixture. Then 105 mg (0.15 mmol, 5 mol%) of Pd (PPh3) 2Cl2 were added and refluxed overnight. After controls by thin layer chromatography, the reaction mixture, cooled to room temperature, was combined with about 30 ml of H2O and 50 ml of ethyl acetate and filtered. The phases were separated, the aqueous phase was extracted several times with ethyl acetate and the organic phases were combined, dried and concentrated by evaporation. The crude product was chromatographed on silica gel with cyclohexane / ethyl acetate 10: 1. 0.14 g (11.2% of theory) of 2- (2-chlorophenyl) -5- (4-trifluoromethoxy-4, '-biphenyl-1-yl) -3,4-dihydro-2H-pyrrole were obtained. XH-NMR (500MHz, CDC13) [ppm]: 2.0 / 2.7 / 3.2 / 3.3) (m, 4H, 2xCH2); 5.4 (m, ÍH, CH); 7.3-7.5 (m, 12H, Ar-H). Example 1-20 3.7 g (8.4 mmol) of 1,3- (2-chlorobenzoyl) -5-phenyl-pyrrolidin-2-one were boiled at reflux in 20 ml of HBr / glacial acetic acid (33%) for 4 hours. The reaction mixture was then poured into water and extracted three times with ethyl acetate. The organic phases were combined, washed with sodium bicarbonate solution, dried and concentrated by evaporation. The dark oil was purified by column chromatography in the cyclohexane / ethyl acetate system (2: 1). 0.45 g (yield: 21% of theory) of 3-dihydro-2- (2-chlorophenyl) -5-phenyl-2H-oleaginous pyrroline, viscous, were obtained with a logP * (pH 7.5) = 3.61. log P * = negative decimal logarithm of the alkane / water partition coefficient, determined by HPLC analysis with water / acetonitrile as eluent over 125 x 4.0 mm Kromasil 120 C 18 (5 μm); flow: 1.5 ml / min. Example 1-43: 100 mg of the compound were placed (VIII-43) in 2 ml of CH2C12 and refrigerated at 0 ° C.

Trifluoroacetic acid (0.139 ml, 200 mg) was added and then the charge was stirred overnight at room temperature. The trifluoroacetic acid was concentrated by evaporation in a vacuum in the rotary evaporator and the residue was taken up in ethyl acetate. The pH value was adjusted to 11 with NaOH IN .. The organic phase was washed with water, dried over MgSO, filtered and concentrated by evaporation. 30 mg of compound 1-43 were obtained. HPLC: logP (pH 2.3) = 4.01. LC-MS: M ++ H448. Obtaining the starting products. Ethoxy -? - butyrolactam 9.91 g of succinimide were placed at 0 ° C in 415 ml of ethanol and combined in portions with a total of 5.53 g of sodium boranate. At this temperature, 2 to 3 drops of 2N ethanolic hydrochloric acid were dripped for 4 1/2 hours every 15 minutes. It was then acidified to pH 3M. , with an additional amount of acid. After stirring for 1 hour at 0 ° C, the mixture was neutralized with 1% potassium hydrogen hydroxide solution, stirred for a further 15 minutes and concentrated by evaporation. The residue was taken up in water and extracted three times with dichloromethane. After drying over sodium sulfate and concentration by evaporation, 7.16 g (55% of theory) of y-ethoxy-γ-butyrolactam were obtained. Example XI-1. 6.45 γ-Ethoxy-γ-butyrolactam and 50 ml of concentrated sulfuric acid were placed at 0 ° C and combined with 18.8 ml of benzene. After thawing, it was stirred for 4 days at room temperature. For working-up, the mixture was poured onto ice, extracted three times with ethyl acetate, the combined extracts were washed once with water and saturated common salt solution, dried and concentrated by evaporation. 8.1 g (ie 100% theory) of? -phenyl-? -butyrolactam was obtained. 1 H-N R (400 MHz, d 6 -DMSO) [ppm] 1.75 (m, 1 H); 2.23 (t, 2H); 2.45 (m, ÍH); 4.67 (t, 1H); 7.26-7.39 (m, 5H); 8.08 (br, ÍH). Example XI-2. 12.9 [beta] -ethoxy-and-butyrolactam, 100 ml of concentrated sulfuric acid and 90 ml of glacial acetic acid at 0 [deg.] C. were added and combined in portions with a total of 18.8 g of phenol. After thawing, it was stirred for 2 days at room temperature. For working-up, the mixture was poured onto ice, extracted three times with ethyl acetate, the combined extracts were washed once each with water and saturated common salt solution, dried and concentrated by evaporation. From the aqueous phase crystallized, after some time, the? -2-hydroxyphenyl-? -butyrolactam (XI-2b) with a melting point of 220 ° C (6.4 g, 36% of the theory ). The residue of the concentration by evaporation was stirred with a 1: 1 mixture of cyclohexane / ethyl acetate and gave, after separation by filtration by suction, 4.65 g of α-4-hydroxyphenyl-β-butyrolactam (XI-2a) with a melting point of 183 ° C. The filtrate was concentrated by evaporation. By recrystallization in dichloromethane / hexane a further 3.35 g (total: 45 of the theory) of? -4-hydroxyphenyl-β-butyrolactam were obtained Example XVII-2 To 5.23 g of α-4-hydroxyphenyl-β-butyrolactam (for example from example 'XI-2) in 60 ml of pyridine, at 0 ° C, 10 g of trifluoromethanesulfonic acid anhydride were added dropwise. . After stirring overnight at room temperature, it was poured onto ice, acidified with 10% hydrochloric acid and extracted three times with ethyl acetate. After drying and evaporation of the solvent, 6.4 g (70% of theory) of y-4-trifluoromethylsulphonyloxy-phenyl-1-y-butyrolactam with a melting point of 127 ° C were obtained. Example XI-a-2 .4? -4-trifluoromethylsulphonyloxyphenyl-? -butyrolactam (for example from example XVII-2) was prepared under argon in 43 ml of dimethoxyethane. 5.87 g of 4-trifluoromethoxyboronic acid as well as 1.01 g of tetrakis (tripheni Ifosphine) palladium were successively added. After 15 minutes, 28 ml of 2M sodium carbonate solution was added, heated to 80 ° C and stirred overnight. Once the reaction was complete, it was taken up in water / ethyl acetate, the phases were separated and the aqueous phase was extracted twice with ethyl acetate. The combined organic phases were washed with saturated common salt solution and dried. After concentration by evaporation, 5.5 g (98% of theory) of? -4'-tr-iflumotoxybibibenyl-4-yl-γ-butyrolactam with a melting point of 128 ° C were obtained. Example XI-3.

Three hundred three-liter necked flasks with stirrer and distillation bridge, 199.3 g of ammonium formate in 127.9 g of formic acid and 210 g of 4-bromobenzoylpropionic acid recrystallized from toluene were added. The flask was then immersed in an oil bath heated to 200 ° C. At 60 ° C the contents of the flask begin to dissolve with gas evolution. The distillation is carried out for approximately 2 hours with a boiler temperature increasing from 140 to 167 ° C. After cooling below 60 ° C, one liter of dichloromethane was carefully added and the precipitated salt was separated by filtration by suction through a filtration nut. The organic phase was washed with one liter of water, dried over magnesium sulfate and concentrated by evaporation in vacuo. For purification, the crude product was filtered through 1 kg of silica gel with dichloromethane / ethanol / triethylamine (95: 5: 3) and then crystallized from methyl-tert. -butyl ether. 38 g (19% of theory) of? -4-bromophenyl-β-butyrolactam with a melting point of 142 ° C were obtained. Example XI-43: 400 ml of HF were condensed in an autoclave. Then 38.7 g of β-ethoxy-γ-butyrolactam and 40.6 g of tetra-fluoroethoxybiphenyl in 100 ml of CH2C12 were added together and added. The. The reaction mixture was stirred overnight at room temperature. The HF was removed, the residue was taken up in CH2C12 and washed with aqueous sodium bicarbonate solution. The organic phase was dried over MgSO 4, filtered and concentrated by evaporation. The crude yield was recrystallized from 500 ml of toluene. 20.9 g of e solid product were obtained. HPLC: LogP (pH 2.3) = 2.79. Example IX-1 3.4 of? -phenyl-? -butyrolactam (for example from example XI-1) in 63 ml of tetrahydrofuran (THF) were placed and combined at -78 ° C with 9.24 ml of a 2.4 N solution of butyllithium in n-hexane. After stirring for half an hour, at this temperature, a solution of 5.04 g of diterc was added dropwise. -butyldicarbonate in 20 ml of THF under additional cooling, stirred for another 3 hours at -78 ° C and then stirred overnight without cooling. It was then hydrolyzed with saturated aqueous ammonium chloride solution, diluted with water and extracted three times with ethyl acetate. The combined organic phases were washed with saturated common salt solution and dried over magnesium sulfate. By evaporation concentration, 1.54 g (28% of theory) of N-t-butoxycarbonyl-β-phenyl-β-butyrolactam was obtained. XH-NMR (400 MHz, d6-DMSO) [ppm]: 1.18 (s, 9H); 1.73 (my h); 2.40-2.60 (m, 3H); 5.10 (m, 1H); 7.24 (m, 2H); 7.30 (m, 1H); 7.38 (m, 2H). Example IX-2 1.7 [alpha] -4'-Trifluoromethoxy ifenyl-4-yl-γ-butyrolactam (for example from example XI-a-2) was placed in 30 ml of tetrahydrofuran (THF) and, at -78 [deg.] C., were combined with 2.42 ml of 2.4N solution of butyllithium in n-hexane. After stirring for half an hour at this temperature, a solution of 1.27 g of di-tert. Dicarbonate was added dropwise. -butyl in 10 ml of THF under additional cooling. The cooling is then removed and stirred overnight at room temperature. It was then hydrolyzed with saturated aqueous ammonium chloride solution, acidified with 2N hydrochloric acid and extracted three times with dichloromethane. After drying and concentration by evaporation, the product was purified by column chromatography (stationary phase: silica gel, mobile phase, cyclohexane gradient: ethyl acetate = 5: 1.3 to 1.1: 1). 1.14 g (47% of the theory) of partially crystalline N-t-butoxycarbonyl-1-yltrifluoromethyl-4-biphenyl-4-yl-butyrolactam were obtained. XH-NMR (400 MHz, CDC13) [ppm]: 1.22 (s, 9H); 1.79 (m, 1H); 2.48-2.60 (m, 3H); 5.17 (m, ÍH); 7.36 (d, 2H); 7.46 (d, 2H); 7.71 (d, 2H); 7.80 (d, 2H).

E IX IX-3 3.24 ml of diisopropylamine were placed in 90 ml of THF at -78 ° C and combined with 9.24 ml of 2.4N solution of butyllithium in n-hexane. After stirring for half an hour at this temperature, a solution of 5.02 g of β-4-bromophenyl-β-butyrolactam (for example from example XI-3) in 20 ml of THF was added dropwise. After another half hour of stirring at -78 ° C, 5.04 g of di-tert-dicarbonate were added dropwise. -butyl in 20 ml of THF, was allowed to thaw and was stirred overnight at room temperature. It was then hydrolyzed with saturated aqueous ammonium chloride solution, acidified with 2N hydrochloric acid and extracted three times with 150 ml of dichloromethane. After drying over magnesium sulfate and concentration by evaporation, the product was purified by crystallization from dichloromethane / hexane. In total, 7.61 g (97% of the theory) of crystalline N-t-butoxycarboni-1-γ-4-bromo-phenyl-β-butyrolactam was obtained. The purest crystal fraction (2.34 g) melted at 122-124 ° C. Example IX-43: 8.8 g of the compound (XI-43) were heated with 8.1 g of tertiary butyl pyrocarbonate and 0.2 g of potassium fluoride in 80 ml of toluene for 6 hours at 108 ° C. Then they were allowed to stand overnight at room temperature. 6.3 g of precipitated solid product * were removed by suction filtration. The toluene solution was washed with water, the organic phase was dried over MgSO4, filtered and concentrated on the rotary evaporator. 6.1 g of e solid product was isolated. Fp. 134 ° C; LogP (pH 2.3) = 3.96. (* The precipitasolid product also corresponds to the desired product). Example VIII-43 0.36 g of bromochlorobenzene are placed in 10 ml of hexane. 1.19 ml of nBuLi (1.6 M in hexane) were added dropwise at -78 ° C. After 15 minutes, 0.6 g of the compound (IX-43) in 2 ml of THF were added dropwise. The cooling bath was removed and the charge was stirred overnight at room temperature. The reaction mixture was poured into 100 ml of water and extracted twice with ethyl acetate. The organic phase was dried over MgSO4, filtered and concentrated on the rotary evaporator. The crude product was purified by column chromatography. Yield: 0.12 g HPLC: logP (pH 2.3): 4.94 Fp: 130-131 ° C. Example F-III. 23.4 g (0.25 moles) of dimethylmethylene-ammonium chloride were placed in 150 ml of absolute acetonitrile. Then, at room temperature, 42.5 g (0.275 moles) of o-chloroacetophenone were added and then stirred at room temperature. The dimethylene-ammonium chloride was successively dissolved in this case, the product precipitated. It was filtered to the exclusion of water and dried. 54 g (87% of theory) of the ammonium chloride F-III were obtained. 1 H-NMR (400 MHz CDC13) [ppm]: 2.9 (s, 6H, CH 3); 3.5 / 3.7 (t, 4H, 2xCH2): 7.4 / 7.7 (m, 4H, ArH). Example F-V-l. 43.5 g (0.175 mole) of F-III are placed in 60 ml of ethanol pa, then 36.0 g (0.184 mole) of 4-bromobenzyl cyanide dissolved in 50.7 ml of pa ethanol are introduced at room temperature. 11.2 g (0.2 mol) of KOH in 40.0 ml of water were added dropwise, whereby the solution warmed slightly. Stirring was continued for a further 20 minutes at room temperature and then it was heated for 16 hours under reflux. Once the reaction mixture had cooled, it was poured into water and the mixture was extracted with methyl tert-butyl ether. The organic phases were combined, washed with 2N HCl with 2N NaOH solution and H H, dried and concentrated by evaporation. The crude product was purified by chromatography on silica gel with methylene chloride / petroleum ether 2: 1. 12.8 g (20.2% of theory) of the compound were obtained. XH-NMR (400 MHz, DMSO-d6) [ppm]: 2.25 (m, 2H, CHCH2); 3.1 (t, 2H, C0CH2); 4.4 (t, ÍH, CH); 7.9 / 7.7 (m, 8H, ArH). Example F-VI-1. 7.5 g (20.7 mmoles) of F-V-I were dissolved in 75 ml of ethanol p.a. and they were added, drop by drop, at room temperature, to a mixture consisting of 17.7 ml of 3N NaOH solution and 11.8 ml of 30% H202 solution, in this case gas evolution was observed. It was stirred at room temperature until the controls of the reaction by thin layer chromatography indicated the end of the reaction. It was then neutralized with hydrochloric acid, the solution was extracted with methylene chloride and the peroxide that was still present was still destroyed with NaHS02 solution. The organic phases were combined, dried and concentrated by evaporation. The crude product was then purified by column chromatography on silica gel with cyclohexane / ethyl acetate 4: 1 - > • 1: 1. 3.1 g (39.3% of theory) of compound F-VI-1 with a melting point of 105 to 107 ° C were obtained. X H-NMR (400 MHz, DMSO-d 6) [ppm]: 1.9 / 2.2 (m, 2 H, -CHCH 2) '; 2.7 (m, 2H, COCH2); 3.5 (m, ÍH, CH); 6.95 (bs, 1H, NH); 7.3 / 7.6 (, 9H, ArH + NH). Example G (I) -20 H5C6 ^ N ^? A mixture of 25 g (0.155 mol) of 5-phenylpyrrolidin-2-one, 18.3 g (0.23 mol) of pyridine and 0.5 g of 4-dimethylaminopyridine were added dropwise, under stirring, at room temperature. 28.6 g (0.163 mol) of 2-chlorobenzoyl chloride and the mixture was refluxed for 1.5 hours. After cooling it was poured into ice water and adjusted to pH about 5 with dilute hydrochloric acid. The reaction mixture was then extracted with dichloromethane. The organic phases were combined, washed with water, dried and concentrated under vacuum in the rotary evaporator. The oily residue was stirred with cyclohexane and the crystalline product was removed by suction filtration. 19.5 g (42% of theory) of 1- (2-chlorobenzoyl) -5-phenylpyrrolidin-2-one with a melting point of 81-83 ° C were obtained. Example G (II) -20.

A solution of 11.4 g (67 mmol) of methyl 2-chlorobenzoate and 20 g (67 mmol) of 1- (2-chlorobenzoyl) -5-phenylpyrrolidin-2-one in 40 ml of tetrahydrofuran was added dropwise. absolute, with stirring at room temperature, to a mixture consisting of 3 g (74 mmol) of 60% sodium hydride in 150 ml of tetrahydrofuran. It was then heated for 3 hours at 50 ° C, then cooled, acidified with acetic acid and diluted with water. The organic phase was separated, dried and concentrated by evaporation in vacuo. The viscous oil was purified by column chromatography in the cyclohexane / ethyl acetate (2: 1) system. 9.9 g (yield 33.7% of the theory) of 1,3- (2-chlorobenzoyl) -5-phenyl-pyrrolidin-2 -one were obtained as vitreous and brittle product with a logP (pH 2.5) = 3.91.

Biological examples Example A Test with Heliothis armigera. Solvent: 7 parts by weight of dimethylformamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration. Soy stems (Glycine max) are treated by immersion in the preparation of the active compound of the desired concentration and covered with caterpillars of the cotton budworm (Heliothis armigera), as long as the leaves are still moist. After the desired time the destruction is determined in%. In this case 100% means that all caterpillars were destroyed; 0% means that no caterpillar was destroyed. In this test, it shows, for example, the compound according to the preparation example 1-7, at a pre-emptive concentration of active product of 0.004%, a 100% destruction after 6 days. Example B Test with Phaedon larvae. Solvent: 7 parts by weight of dimethylformamide.

Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and with the indicated amount of emulsifier and the concentrate is diluted with water to the desired concentration. Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and covered with larvae of the horseradish leaf beetle (Phaedon cochleariae), as long as the leaves are still moist. After the desired time the destruction is determined in%. In this case 100% means that all beetle larvae were destroyed; 0% means that no larvae of the beetle were destroyed. In this test, it shows, for example, the compound according to the preparation example 1-7, at an empirical active product concentration of 0.004%, a 100% destruction after 6 days.

Example C Assay - with Plutella. Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and with the indicated amount of emulsifier and the concentrate is diluted with water to the desired concentration. (Brassica olearacea) by immersion in the preparation of active product of the desired concentration and covered with caterpillars of the cabbage moth (Plutella xylostella), as long as the leaves are still wet. After the desired time the destruction is determined in%. In this case 100% means that all caterpillars were destroyed; 0% means that no caterpillar was destroyed. In this test, it shows, for example, the compound according to the preparation example 1-7, at an active sample concentration of 0.004%, a 100% destruction after 6 days.

Example D Test with Spodoptera frugiperda. Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable active product preparation, 1 part by weight of the active compound is mixed with the indicated amount of the solvent and with the indicated amount of the emulsifier and the concentrate is diluted with water to the desired concentration. Cabbage leaves (Brassica olerácea) are treated by immersion in the preparation of active compound of the desired concentration and are covered with caterpillars of the nocturnal moth (Spodoptera frugiperda), as long as the leaves are still moist. After the desired time the destruction is determined in%. In this case 100% means that all caterpillars were destroyed; 0% means that no caterpillar was destroyed. In this test, it shows, for example, the compound according to the preparation example 1-7 and 1-8, at a pre-emptive concentration of active product of 0.1% maximum, a 100% destruction after 6 days. Example E Test with Tetranychus (OP-resistant). Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of the active compound is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration. Bean plants (Phaseolus vulgaris) are sprayed, which are strongly attacked by all stages of development of the common red spider mite (Tetranychus urticae), with an active product preparation of the desired concentration. After the desired time the destruction is determined in%. In this case 100% means that all arachnid mites have been destroyed; 0% means no arachnid mite has been destroyed. In this test, it shows, for example, the compound according to the preparation example 1-7, 1-8 and 1-9 at an active sample concentration of 0.1% at the most, a 100% destruction after 6 days . It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention. Having described the invention as above, property is claimed as contained in the following:

Claims (7)

R E I V I N D I C A C I O N S Compounds of the formula (I) characterized because Ar means the rest wherein m means 0, 1, 2, 3 or 4, R1 means halogen, cyano, trialkylsilyl, -CO-NRR5, tetrahydropyranyl or means the following groupings (I) -XA (m) -BZD (n) -YE, R2 means hydrogen, halogen, cyano, nitro, alkyl, alkoxy, halogen-alkyl, halogenoalkoxy, alkoxyalkoxy or - S (0) 0R / o means 0, 1 or 2, R3 means alkyl or haloalkyl, R4 and R5, independently of one another, mean hydrogen, alkyl, halogen-alkyl or phenyl or substituted phenylalkyl respectively, optionally substituted one or more times for remains of the list X means a direct bond, oxygen, sulfur, carbonyl, carbonyloxy, oxycarbonyl, alkylene, alkenylene, alkynylene, alkyleneoxy, oxyalkylene, thioalkylene, alkylenedioxy or dialkylsilylene, A means phenyl, naphthyl or tetrahydronaphthyl respectively substituted one or more times by remains of the list W1 or means heterocyclyl, with one or more heteroatoms of the series consisting of nitrogen, oxygen and sulfur, containing 1 or 2 aromatic rings, with 5 to 10 members, respectively substituted one or more times by residues, respectively of the list W2, B means p-phenylene substituted if appropriate once or twice, by radicals from the list W1, Z means oxygen or sulfur, D means hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl or substituted cycloalkylalkyl respectively, if appropriate, by halogen, by alkyl, by alkenyl, by haloalkenyl, by phenyl, by styryl, by halogen phenyl or halogenaryl, means cycloalkenyl or cycloalkenylalkyl respectively substituted, if appropriate, by halogen or by alkyl, means phenylalkyl, naphthylalkyl, tetrahydronaphthylalkyl or hetarylalkyl, with 5 or 6 members on the ring, with 1 or 2 heteroatoms of the series consisting of nitrogen , oxygen and sulfur, respectively substituted, if appropriate, by nitro, by halogen, by alkyl, by alkoxy, by haloalkyl or by haloalkoxy, means -CO-R6, -CO-NR7R8 or means the group - (CH2) p- (CR9R10 ) q- (CH2) rG Z and D together represent phenoxyalkyl optionally substituted by nitro, by halogen, by alkyl, by alkoxy, by haloalkyl or by haloalkoxy, Y means a direct bond, oxygen, sulfur, carbonyl, carbonyloxy, oxycarbonyl, alkylene, alkenylene, alkynylene, alkyleneoxy, oxyalkylene, thioalkylene, alkylenedioxy or p-phenylene, optionally substituted once or twice by radicals from the list W1, E means hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, cycloalkyl substituted, respectively, by halogen, , by alkyl, by alkenyl, by haloalkenyl, by phenyl, by styryl, by halogen phenyl or by halogenaryl, means cycloalkenyl substituted, where appropriate, by halogen or by alkyl, is phenyl, optionally substituted one to four times by residues of the list W1 or means hetaryl with 1 or 2 heteroatoms of the series consisting of nitrogen, oxygen and sulfur, with 5 or 6 members, substituted respectively if from one to four times, by residues of the list W2, or means the grouping - (CH2) p- (CR9R10) q- (CH2) rG R6 means alkyl, alkoxy alkenyl, alkenyloxy, cycloalkyl, cycloalkyloxy or cycloalkylalkyloxy substituted, where appropriate, by halogen; by alkyl, by alkenyl, by haloalkyl or by haloalkenyl or means phenyl or naphthyl respectively substituted by nitro, by halogen, by alkyl, by alkoxy, by haloalkyl or by haloalkoxy, R7 is hydrogen or alkyl, R8 is alkyl, haloalkyl, cycloalkyl or cycloalkylalkyl substituted, where appropriate, by halogen, by alkylby alkenyl, by haloalkyl or by haloalkenyl or phenyl or phenylalkyl respectively substituted, if appropriate, by halogen, by alkoxy, by alkyl, by haloalkyl or by haloalkoxy, P / q and r, independently of each other, mean 0.1, 2 or 3, the sum being less than 6. R9 and R10, independently of one another, mean hydrogen or alkyl, G means cyano, means a heterocycle, with 1 to 3 heteroatoms the same or different from the series consisting of nitrogen, oxygen and sulfur, with 5 or 6 members, optionally substituted by halogen, by alkyl or by haloalkyl and substituted at the linking point, if appropriate by the radical R11, or means one of the following groupings (a) -CO-R 11 (b) - CO-OR 12 (c) - CO-NR13R14 (d) - CS- NR13R1 < 15 («= N- R 11 G) - = N-R17 ¿F, 18 (k) - C = N- R17 R 11 is hydrogen, alkyl, alkenyl, haloalkyl, haloalkenyl, cycloalkyl, optionally substituted by halogen, by alkyl or by haloalkyl or by phenyl, optionally substituted one to five times by alkylcarbonylamino, by alkylcarbonylalkylamino, and / or by residues of the list W3, R12 means hydrogen, alkyl, alkenyl, haloalkyl, haloalkenyl, cycloalkyl or cycloalkylalkyl respectively substituted, if appropriate, by halogen, by alkyl or by haloalkyl or means arylalkyl optionally substituted one to five times by radicals from list W3, R13 and R14 independently of each other mean hydrogen, alkyl, alkenyl, haloalkyl, haloalkenyl, alkoxy, cycloalkyl or cycloalkylalkyl, each optionally substituted by halogen, by alkyl or by haloalkyl, meaning aryl or arylalkyl, each optionally substituted by one to five times for remains of the is W3, meaning -OR12 or -NR1: LR12 or together they mean an alkylene chain with 2 to 6 members, in which a methylene group is replaced by oxygen, R15 means -OR12, -NR1XR12 or -N (R11) -COOR 12, R 16, R 17 and R 18, independently of one another, mean alkyl, W 1 means hydrogen, halogen, cyano, formyl, nitro, alkyl, trialkylsilyl, alkoxy, haloalkyl, haloalkoxy, haloalkenyloxy, alkylcarbonyl, alkoxycarbonyl, pentafluorium or -S (0 ) or R3, W2 means halogen, cyano, formyl, nitro, alkyl, trialkylsilyl, alkoxy, haloalkyl, haloalkoxy, alkylcarbonyl, alkoxycarbonyl, pentafluorium, -S (0) or R3 or -C (R11) = N-R15, W3 means halogen, cyano, nitro, alkyl, alkoxy, halogenoalkyl, haloalkoxy, dialkylamino, -S (0) or R3, -COOR19 or -CONR20R21, R19 means hydrogen, alkyl, haloalkyl, cycloalkyl optionally substituted by halogen, by alkyl or by haloalkyl or means feni the substituted one, if any, from one to five times, by radicals W4, R20 and R21, independently of one another, mean hydrogen, alkyl, alkenyl, haloalkyl, haloalkenyl, alkoxy, cycloalkyl or cycloalkylalkyl, each optionally substituted by halogen, by alkyl or by haloalkyl or by aryl or arylalkyl respectively substituted, if appropriate, by one to five times by radicals of the list W4, means -OR16 or -NR17R18 together they mean an alkylene chain with 2 to 6 members, in which it is replaced optionally a methylene group by oxygen and W4 means halogen, cyano, nitro, alkyl, alkoxy, haloalkyl, haloalkoxy, dialkylamino, alkoxycarbonyl, dialkylaminocarbonyl or -S (0) or R3. 2. Compounds of the formula (I) according to claim 1, characterized in that Ar means the rest where m means 0, 1, 2, 3, R1 means a substituent in the meta or para position of the series consisting of hydrogen, halogen, cyano, tri- (C1-C6 alkyl) -silyl, -CO- NR4R5, tetrahydropyranyl or one of the following groupings (I) -XA (m) -BZD (n) -YE. R2 means hydrogen, halogen, cyano, nitro, alkyl with 1 to 16 carbon atoms, alkoxy with 1 to 16 carbon atoms, halogenalkyl with 1 to 6 carbon atoms, halogenalcoxy with 1 to 6 carbon atoms, alkoxy with 1 to 8 carbon atoms-alkoxy with 1 to 8 carbon atoms or -S (0) oR3, 0 means 0, 1 or 2, R3 means alkyl with 1 to 6 carbon atoms, optionally substituted by fluorine or chlorine, R4 and R5 signify, independently of one another, hydrogen, alkyl having 1 to 6 carbon atoms, haloalkyl having 1 to 6 carbon atoms or meaning phenyl or phenyl-alkyl having 1 to 4 carbon atoms, each optionally substituted by one to three Sometimes, for remains of the list W1, X means a direct bond, oxygen, sulfur, carbonyl, carbonyloxy, oxycarbonyl, alkylamino with

1 to 4 carbon atoms, alkenylene with 2 to 4 carbon atoms, alkynylene with 2 to 4 carbon atoms, alkyleneoxy with 1 to 4 carbon atoms, oxyalkylene with 1 to 4 carbon atoms, thioalkylene with 1 to 4 carbon atoms carbon, alkylenedioxy with 1 to 4 carbon atoms or di-alkylsilylene with 1 to 4 carbon atoms, A stands for phenyl, naphthyl or tetrahydronaphthyl respectively substituted one to four times by radicals of the W1 list or means heterocyclyl with 1 to 4 heteroatoms, containing 1 or 2 aromatic rings with 5 to 10 members, optionally substituted one to four times, respectively, by residues of the list W2, containing 0 to 4 nitrogen atoms, from 0 to 2 oxygen atoms and from 0 to 2 sulfur atoms, (especially furyl, benzofuryl, thienyl, benzothienyl, oxazolyl, benzoxazolyl, thiazolyl, benzothiazolyl, pyrrolyl, pyridyl, pyrimidyl, 1,3,5-triazinyl, quinolinyl, isoquinolinyl, indolyl, purinyl, benzodiox olyl, indanyl, benzodioxanyl or chromanyl), B means p-phenylene optionally substituted once or twice, by radicals of the list W1, Z means oxygen or sulfur, D means hydrogen, alkyl with 1 to 16 carbon atoms, alkenyl with 2 to 16 carbon atoms, alkynyl with 2 to 6 carbon atoms, haloalkyl with 1 to 16 carbon atoms, haloalkenyl with 2 to 16 carbon atoms, cycloalkyl with 3 to 8 carbon atoms or cycloalkyl with 3 to 8 atoms of carbon-alkyl having 1 to 6 carbon atoms substituted, where appropriate, by halogen, by alkyl having 1 to 4 carbon atoms, by alkenyl having 2 to 4 carbon atoms, by halogenalkenyl having 2 to 4 carbon atoms, phenyl, styryl, halogen phenyl or halogenaryl means cycloalkenyl having 5 to 8 carbon atoms or cycloalkenyl having 5 to 8 carbon atoms-alkyl having 1 to 4 carbon atoms substituted, if appropriate, by halogen or by alkyl having 1 to 4 carbon atoms, means phenyl-C 1-6 alkyl, naphthyl C 1-6 -alkyl, tetrahydronaphthylalkyl with 1 to 6 C atoms or heteroaryl-C 1-6 -alkyl of carbon with 5 or 6 members in the ring with 1 or 2 heteroatoms of the series consisting of nitrogen, oxygen and sulfur, respectively substituted by nitro, by halogen, by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, for halogenalkyl with 1 to 6 carbon atoms or for halogenalkoxy with 1 to 6 carbon atoms (especially furylmethyl, thienylmethyl, pyrrolylmethyl, oxazolylmethyl, isoxazolylmethyl, thiazolylmethyl or pyridylmethyl), means -CO-R6, - CO-NR7R8 or means the grouping - (CH2) p- (CR9R10) q- (CH2) rG, Z and D also together denote phenoxy-alkyl having 1 to 4 carbon atoms, respectively substituted, if appropriate by nitro, by halogen, for alkyl with 1 to 6 atoms carbon atoms, by alkoxy with 1 to 6 carbon atoms, by haloalkyl with 1 to 6 carbon atoms or by haloalkoxy with 1 to 6 carbon atoms, Y means a direct bond, oxygen, sulfur, carbonyl, carbonyloxy, oxycarbonyl, alkylene with 1 to 4 carbon atoms, alkenylene with 2 to 4 carbon atoms, alkynylene with 2 to 4 carbon atoms, alkyleneoxy with 1 to 4 carbon atoms, oxyalkylene with 1 to 4 carbon atoms, thioalkylene with 1 to 4 carbon atoms, alkylenedioxy with 1 to 4 carbon atoms or means p-phenylene. optionally substituted one or two times by radicals W1, E means hydrogen, alkyl having 1 to 16 carbon atoms, alkenyl with 2 to 16 carbon atoms, alkynyl with 2 to 6 carbon atoms, haloalkyl with 1 to 16 carbon atoms, halogenalkenyl with 2 to 16 carbon atoms, cycloalkyl with 3 to 8 carbon atoms optionally substituted by halogen, for alkyl with 1 to 4 carbon atoms, for alkenyl with 2 to 4 carbon atoms, halogenalkenyl with 2 to 4 carbon atoms, by phenyl, by styryl, by halogen phenyl or by halogenaryl, means cycloalkenyl having from 5 to 8 carbon atoms, optionally substituted by halogen or by alkyl having from 1 to 4 carbon atoms, means substituted phenyl, optionally from one to four times for residues of the list W1 or means hetaryl with 5 or 6 members, with 1 or 2 heteroatoms of the series consisting of nitrogen, oxygen and sulfur, respectively substituted one to four times by residues of the W2 list (especially furyl) , thienyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl or pyridyl) or means the group - (CH2) p- (CR9R10) <; - (CH2) rG R6 means alkyl with 1 to 12 carbon atoms, alkoxy with 1 to 12 carbon atoms, alkenyl with 2 to 12 carbon atoms, alkenyloxy with 2 to 12 carbon atoms, cycloalkyl with 3 to 8 carbon atoms, cycloalkyloxy with 3 to 8 carbon atoms or cycloalkyl with 3 to 8 carbon atoms - alkyloxy with 1 to 6 carbon atoms substituted, where appropriate, by halogen, with alkyl of 1 to 4 carbon atoms, by alkenyl with 2 to 4 carbon atoms, for halogenalkyl with 1 to 4 carbon atoms or for halogenalkenyl with 2 to 4 carbon atoms or means phenyl or naphthyl respectively, optionally substituted one to four times per nitro, per halogen, per alkyl with 1 to 12 carbon atoms, for alkoxy with 1 to 12 carbon atoms, for halogen alkyl with 1 to 12 carbon atoms or for halogenalkoxy with 1 to 12 carbon atoms, R7 means hydrogen or alkyl with 1 to 12 carbon atoms carbon, R8 means alkyl c on 1 to 12 carbon atoms, halogenalkyl with 1 to 12 carbon atoms, cycloalkyl with 3 to 8 carbon atoms or cycloalkyl with 3 to 8 carbon atoms-alkyl having 1 to 6 carbon atoms substituted, if appropriate, by halogen , by alkyl with 1 to 4 carbon atoms, by alkenyl with 2 to 4 carbon atoms, by halogenalkyl with 1 to 4 carbon atoms or by halogenalkenyl with 2 to 4 carbon atoms or means phenyl or phenyl-alkyl with 1 to 6 carbon atoms each substituted one to four times by halogen, by alkyl with 1 to 12 carbon atoms, by alkoxy with 1 to 12 carbon atoms by halogen with 1 to 12 carbon atoms, or by haloalkoxy with 1 to 12 carbon atoms, p, qyr mean, independently of each other, 0, 1, 2 or 3, with their sum less than 6, R9 and R10 mean, independently of each other, hydrogen or alkyl having 1 to 4 carbon atoms. carbon, G means cyano, signi a heterocycle with 1 to 3 heteroatoms identical or different from the series consisting of nitrogen, oxygen and sulfur, with 5 or 6 members, optionally substituted one to three times by halogen, with alkyl having 1 to 4 carbon atoms or by halogenalkyl having 1 to 4 carbon atoms and optionally substituted at the point of linking by the radical R11 (especially 5,6-dihydrodioxazin-2-yl, 3-pyridyl, 3-furyl, 3-thienyl, 2-thiazolyl, 5-thiazolyl, 2-dioxolanyl, 1,3-dioxan-2-yl, 2-dithiolanyl, 1,3-dithian-2-yl or 1,3-thioxan-2-yl) or one of the following groupings: (a) -CO- R 11 (b) - CO-OR 12 (c) -CO- -NR "R" (d) - CS- NR1? R14 G) - C = N- R17 R, ß () _c = N_R "R means hydrogen, alkyl with 1 to 6 carbon atoms, alkenyl with 2 to 6 carbon atoms, halogenalkyl with 1 to 4 carbon atoms, haloalkenyl with 2 to 6 carbon atoms, cycloalkyl with 3 to 6 carbon atoms, optionally substituted by halogen, with alkyl having 1 to 4 carbon atoms or with haloalkyl having 1 to 4 carbon atoms or optionally substituted phenyl one to five times for alkylcarbonylamino with 1 to 4 carbon atoms, alkylcarbonyl with 1 to 4 carbon atoms-alkylamino with 1 to 4 carbon atoms and / or for residues of the list W3, R12 means hydrogen, alkyl with 1 to 4 carbon atoms, alkenyl with 2 to 6 carbon atoms, halogen with 1 to 4 carbon atoms, halogenalkenyl with 2 to 6 carbon atoms, cycloalkyl with 3 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms alkyl with 1 to 4 carbon atoms substituted respectively and optionally by halogen, by alkyl having 1 to 4 carbon atoms or by halogenalkyl having 1 to 4 carbon atoms or means aryl of 6 to 10 carbon atoms-alkyl having 1 to 4 carbon atoms, optionally substituted to four times by residues of the list W3 (especially phenyl-C 1 -C 4 -alkyl or naphthyl-C 1 -C 4 -alkyl), R 13 and R 14 mean, independently of each other, hydrogen, alkyl with 1 to 4 carbon atoms, alkenyl with 3 to 6 carbon atoms, halogenal with 1 to 4 carbon atoms, halogenalkenyl with 3 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms, cycloalkyl with 3 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms-alkyl having 1 to 4 carbon atoms substituted, where appropriate, by halogen, by alkyl having 1 to 4 carbon atoms or by halogenalkyl having 1 to 4 carbon atoms, meaning phenyl or phenyl-alkyl with 1 to 4 carbon atoms its respectively substituted, if appropriate, by five times by radicals from the list W, means -OR-NR1XR12 together meaning an alkylene chain with 4 to 6 members, in which a methylene group is replaced by oxygen, R 15 means -OR , -NR?: LR12 or -N (R11) -COOR12, R16, R17 and R18 mean, independently of each other, alkyl having 1 to 6 carbon atoms, W1 means hydrogen, halogen, cyano, formyl, nitro, alkyl with 1 to 6 carbon atoms, tri-alkylsilyl with 1 to 4 carbon atoms, alkoxy with 1 to 16 carbon atoms, halogenalkyl with 1 to 6 carbon atoms, halogenalkoxy with 1 to 6 carbon atoms, haloalkenyloxy with 2 to 6 atoms of carbon, alkylcarbonyl with 1 to 6 carbon atoms, alkoxycarbonyl with 1 to 16 carbon atoms, pentafluortium or -S (0} or R3, W2 means halogen, cyano, formyl, nitro, alkyl having 1 to 6 carbon atoms, tri-alkylsilyl with 1 to 4 carbon atoms, alkoxy with 1 to 16 carbon atoms, haloalkyl with 1 to 6 carbon atoms, halogenalkoxy with 1 to 6 carbon atoms, alkylcarbonyl with 1 to 6 carbon atoms, alkoxycarbonyl with 1 to 16 carbon atoms, pentafluorium, -S (0) or R3 or -C (R11) = N-R15, W3 means halogen, cyano, nitro, alkyl having 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, halogenalkyl with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, di alkyl amino with 1 to 4 carbon atoms , - S (0) oRJ, -COOR1 9 or -CONR20R21, R, 1i9a means hydrogen, alkyl having 1 to 4 carbon atoms, halogenalkyl with 1 to 4 carbon atoms, cycloalkyl with 3 to 7 carbon atoms, optionally substituted by halogen, alkyl with 1 with 4 carbon atoms or by halogenalkyl with 1 to 4 carbon atoms or means phenyl optionally substituted from one to five times by radicals of the list W4, R20 and R21 mean, - independently of each other, hydrogen, alkyl with 1 to 4 carbon atoms, alkenyl with 3 to 6 carbon atoms, halogenalkylated with 1 to 4 carbon atoms, halogenalkenyl with 3 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms, cycloalkyl with 3 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms-alkyl with 1 to 4 carbon atoms substituted, where appropriate, by halogen, by alkyl with 1 to 4 carbon atoms or by haloalkyl with 1 to 4 carbon atoms or by phenyl or phenyl-alkyl with 1 to 4 carbon atoms, respectively substituted from one to five times, for residues of the list W4, mean -OR16 or -NR17R18 or together they mean an alkylene chain with 4 to 6 members, in which a methylene group is replaced by oxygen, W4 means halogen, cyano , nitro, alkyl having 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, haloalkyl with 1 to 6 carbon atoms, halogenalkoxy with 1 to 6 carbon atoms, dialkylamino with 1 to 4 carbon atoms, alkoxycarboni with 1 to 6 carbon atoms, dialkylaminocarbonyl with 1 to 6 carbon atoms or -S (0) or R3. "3. Compounds of the formula (I) according to claim 1, characterized in that Ar means the rest m means 0, 1 or 2, R1 means a substituent in the meta or para position of the series consisting of hydrogen, fluorine, chlorine, bromine, iodine, cyano, tri- (C1-C4 alkyl) silyl, -CO -NR4R5, tetrahydropyranyl or one of the following groupings (I) -XA (m) -BZD (n) -YE R means hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro, alkyl with 1 to 16 carbon atoms, alkoxy with 1 to 16 carbon atoms, alkyl with 1 to 6 carbon atoms or alkoxy with 1 to 6 carbon atoms carbon, substituted respectively by fluorine or chlorine, means alkoxy with 1 to 8 carbon atoms-alkoxy with 1 to 8 carbon atoms or -S (0) or R3, or means 0, 1 or 2, R3 means alkyl with 1 to 4 carbon atoms or means methyl or ethyl substituted respectively by fluorine or chlorine, R4 and R5 mean, independently of each other, hydrogen, alkyl having 1 to 6 carbon atoms, alkyl having 1 to 6 carbon atoms substituted by fluorine or chlorine or phenyl or benzyl respectively substituted one or two times by residues of the list W1, X means a direct bond, oxygen, sulfur, carbonyl, carbonyloxy, oxycarbonyl, alkylene with 1 to 4 carbon atoms, alkenylene with 2 to 4 carbon atoms, alkynylene with 2 to 4 carbon atoms, alkyleneoxy with 1 to 4 carbon atoms, oxyalkylene with 1 to 4 carbon atoms, thioalkylene with 1 to 4 carbon atoms, alkylenedioxy with 1 to 4 carbon atoms or di-alkylsilylene with 1 to 4 carbon atoms , A means phenyl, naphthyl or tetrahydronaphthyl respectively substituted one to three times by residues of the W1 list or means heterocyclyl with 1 to 4 heteroatoms, containing 1 or 2 aromatic rings with 5 to 10 members, respectively substituted given one to three times by residues of the list W2, which contains 0 to 4 nitrogen atoms, 0 to 2 oxygen atoms and 0 to 2 sulfur atoms, (especially furyl, benzofuryl, thienyl, benzothienyl, oxazolyl, benzoxazolyl, thiazolyl, benzothiazolyl, pyrrolyl, pyridyl, pyrimidyl, 1,3,5-triazinyl, quinolinyl, isoquinolinyl, indolyl, purinyl, benzodioxolyl, indanyl, benzodioxanyl or chromanyl), B means p-phenylene optionally substituted twice, by residues of the list W1, Z means oxygen or sulfur, D means hydrogen, alkyl with 1 to 16 carbon atoms, alkenyl with 2 to 16 carbon atoms, alkynyl with 2 to 6 carbon atoms, cycloalkyl with 3 with 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms-alkyl having 1 to 4 carbon atoms substituted, where appropriate, by fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms, alkenyl with 2 to 4 carbon atoms, alkenyl having 2 to 4 carbon atoms, substituted by fluorine or chlorine, phenyl, styryl, phenyl or styryl, respectively substituted by fluorine, chlorine or bromine, means cycloalkenyl with 5 or 6 carbon atoms or cycloalkenyl having 5 or 6 carbon atoms-alkyl having 1 to 4 carbon atoms substituted, where appropriate, by fluorine, chlorine, bromine or alkyl with 1 to 4 carbon atoms, means phenyl -alkyl with 1 to 4 atoms carbon, naphthyl-C 1-4 -alkyl, tetrahydronaphthyl-C 1-6 -alkyl or hetaryl-C 1-4 -alkyl with 5 or 6 members with 1 or 2 heteroatoms of the series consisting of nitrogen , oxygen and sulfur, respectively substituted, if appropriate, by nitro, by fluorine, by chlorine, by bromine, by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by alkyl with 1 to 4 carbon atoms; carbon or alkoxy with 1 to 4 carbon atoms substituted respectively by fluorine or chlorine, (especially furylmethyl, thienylmethyl, pyrrolylmethyl, oxazolylmethyl, isoxazolylmethyl, thiazolylmethyl or pyridylmethyl), or means -CO-R6, -CO-NR7R8 or the grouping, Z and D also together represent phenoxy-alkyi with 1 to 3 carbon atoms, optionally substituted by nitro, by fluorine, by chlorine, by bromine, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, by alkyl with 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms substituted respectively by fluorine or chlorine, Y means a direct bond, oxygen, sulfur, carbonyl, carbonyloxy, oxycarbonyl, alkylene with 1 to 4 carbon atoms, alkenylene with 2 to 4 carbon atoms, alkynylene with 2 to 4 carbon atoms, C 1 -C 4 -alkyleneoxy, oxyalkylene with 1 to 4 carbon atoms, thioalkylene with 1 to 4 carbon atoms, alkylenedioxy with 1 to 4 carbon atoms or p-phenylene, optionally substituted once or twice by radicals from the list W1, E means hydrogen, alkyl with 1 to 16 carbon atoms, alkenyl with 2 to 16 carbon atoms, alkynyl with 2 to 6 carbon atoms, alkyl with 1 to 4 carbon atoms or alkenyl with 2 to 4 carbon atoms substituted respectively by fluorine or chlorine or, cycloalkyl with 3 to 6 carbon atoms, optionally substituted by fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms, alkenyl with 2 to 4 carbon atoms, alkenyl with 2 to 4 carbon atoms substituted by fluorine or by chlorine, by phenyl, by styryl, or by phenyl or styryl substituted respectively by fluorine, by chlorine, or by bromine, means cycloalkenyl having 5 to 6 carbon atoms, optionally substituted by fluorine, chlorine, bromine, or alkyl with 1 to 4 carbon atoms, means phenyl, optionally substituted one to three times by residues of the list W1 or means hetaryl with 5 or 6 members, with 1 or 2 heteroatoms of the series formed by nitrogen, oxygen and sulfur, optionally substituted once or twice by residues of the W2 list (especially furyl, thienyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl or pyridyl) or means the grouping - (CH2) P- ( CRR10), - (CH2) rG, R6 sig it means alkyl with 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, alkenyl with 2 to 6 carbon atoms, alkenyloxy with 2 to 6 carbon atoms, cycloalkyl with 3 to 6 carbon atoms, cycloalkyloxy with 3 a 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms-alkyloxy with 1 or 2 carbon atoms substituted, where appropriate, by fluorine, chlorine, alkyl with 1 to 3 carbon atoms or alkyl with 1 to 2 atoms of carbon or alkenyl having 2 to 3 carbon atoms substituted respectively by fluorine or chlorine, or means phenyl optionally substituted once or twice by fluorine, by chlorine, by bromine, by iodine, by alkyl with 1 to 4 carbon atoms carbon, by alkoxy with 1 to 4 carbon atoms or by alkyl with 1 to 3 carbon atoms or alkoxy with 1 to 4 carbon atoms substituted respectively by fluorine or chlorine, R7 means hydrogen or alkyl with 1 to 4 carbon atoms , R8 means alkyl with 1 to 4 atoms of carbon or means phenyl or benzyl, optionally substituted once or twice by fluorine, by chlorine, by bromine, by alkyl with 1 to 4 carbon atoms or by alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms substituted respectively by fluorine or chlorine, p, qyr mean, independently of each other, 0, 1, 2 or 3, the sum being less than 6, R9 and R10 mean, independently of each other, hydrogen or alkyl with 1 to 4 carbon atoms, G means cyano, means a heterocycle with 5 or 6 members, with 1 to 3 heteroatoms equal or different from the series consisting of nitrogen, oxygen and sulfur, optionally substituted one to three times by fluorine, by chlorine, by bromine, by alkyl with 1 to 4 carbon atoms carbon or by alkyl having 1 to 4 carbon atoms substituted by fluorine or by chlorine and optionally substituted at the point of connection by the radical R11 (especially 5,6-dihydrodioxazin-2-yl, -pyridyl, 3-furyl, 3-thienyl, 2-thiazolyl, -thiazolyl, 2-dioxolanyl, 1,3-dioxan-2-yl, -dithiolanyl, 1,3-dithian-2-yl or 1,3-thioxan-2-yl) one of The following groupings: (a) - CO- R11 (b) - CO- OR12 (c) - CO-NR "R14 (d) - CS- NR R14 00 - C = N- R, s ¿11 G) - C = N- R17 ¿R, β R 11 is hydrogen, alkyl having 1 to 6 carbon atoms, alkenyl having 2 to 6 carbon atoms, alkyl having 1 to 4 carbon atoms or alkenyl having 2 to 6 carbon atoms substituted respectively by fluorine or chlorine, cycloalkyl with 3 to 6 carbon atoms optionally substituted by fluorine, by chlorine, by alkyl with 1 to 4 carbon atoms or by alkyl having 1 to 4 carbon atoms substituted by fluorine or by chlorine or by phenyl, optionally substituted by one three times for alkylcarbonylamino with 1 to 4 carbon atoms, for alkylcarbonyl with 1 to 4 carbon atoms-alkylamino with 1 to 4 carbon atoms and / or for radicals of the list W3, R12 means hydrogen, alkyl with 1 to 4 carbon atoms, alkenyl having 3 to 6 carbon atoms, alkyl having 1 to 4 carbon atoms or alkenyl having 3 to 6 carbon atoms substituted respectively by fluorine or chlorine, cycloalkyl having 3 to 6 carbon atoms or cycloalkyl having 3 to 6 carbon atoms; to 6 atoms of ca rbonone-C 1 -C 4 -alkyl substituted, where appropriate, by fluorine, chlorine, alkyl with 1 to 4 carbon atoms or alkenyl with 1 to 4 carbon atoms substituted by fluorine or chlorine, or means phenyl -alkyl with 1 to 4 carbon atoms or naphthyl-alkyl having 1 to 4 carbon atoms, each optionally substituted one to three times by residues of the W3 list, R13 and R14 mean, independently of one another hydrogen, alkyl having 1 to 4 carbon atoms, alkenyl having 3 to 6 carbon atoms, alkyl having 1 to 4 carbon atoms or alkenyl having 3 to 6 carbon atoms respectively substituted with fluorine or by chloro, they mean alkoxy with 1 to 4 carbon atoms, cycloalkyl with 3 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms-alkyl having 1 to 4 carbon atoms substituted, where appropriate, by fluorine, by chlorine, by alkyl having 1 to 4 carbon atoms or by alkyl having 1 to 4 carbon atoms substituted by fluorine or chlorine, are phenyl or phenyl-alkyl having from 1 to 4 carbon atoms each substituted one to three times by residues of the list W3, or mean -O-R12 or -NRX1R12 or together they mean - (CH2) 5-, - (CH2) 6- or - (CH2) 2-0- (CH2) 2, R15 means -OR12- NR1XR12 or -N (R1X) -COOR1"R16, R17 and R18 mean, independently of each other, alkyl with 1 to 4 carbon atoms, W1 means hydrogen, fluorine, chlorine, bromine, iodine, cyano, formyl, nitro, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms substituted respectively by fluorine or chlorine, mean alkylcarbonyl with 1 to 4 carbon atoms, alkoxycarbonyl with 1 to 4 carbon atoms or -S (0} oR3, W2 means fluorine, chlorine, bromine, cyano, formyl, nitro, * alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 atoms of carbon substituted respectively by fluorine or chlorine, means alkylcarbonyl having 1 to 4 carbon atoms, alkoxycarbonyl having 1 to 4 carbon atoms, -S (0) or R3 or -C (R11) = N-R15, W3 means fluorine, chlorine, bromine, cyano, nitro, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms substituted respectively by fluorine or chlorine, means dialkylamino with 1 to 4 carbon atoms, -S (0) oR3, -COOR19 or -CONR20R21, R19 means hydrogen, alkyl having 1 to 4 carbon atoms, alkyl having 1 to 4 carbon atoms substituted by fluorine or chlorine, cycloalkyl having 3 to 6 carbon atoms, optionally substituted by fluorine, by chlorine, by alkyl with 1 to 4 carbon atoms or alkyl with 1 to 4 carbon atoms substituted by fluorine or chlorine or phenyl, optionally substituted one to three times by radicals W4, R 20 R independently of one another, hydrogen, alkyl with 1 to 4 carbon atoms, alkenyl with 3 to 6 carbon atoms, alkyl with 1 to 4 carbon atoms or alkenyl with 3 to 6 carbon atoms substituted respectively by fluorine or chlorine, means alkoxy with 1 to 4 atoms of carbon, cycloalkyl with 3 to 6 ato carbon or cycloalkyl with 3 to 6 carbon atoms-alkyl having 1 to 4 carbon atoms substituted, where appropriate, by fluorine, chlorine, alkyl with 1 to 4 carbon atoms or alkyl with 1 to 4 carbon atoms carbon substituted by fluorine or by chlorine or means phenyl or phenyl-alkyl with 1 to 4 carbon atoms, each optionally substituted one to three times by radicals from list W4, means -OR16 or -NR17R18 or together they mean - (CH2) ) 5-, - (CH2) 6- or - (CH2) 2-0- (CH2) 2- / and W4 means fluorine, chlorine, bromine, cyano, nitro, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkyl having 1 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms substituted respectively by fluorine or chlorine, di-alkylamino with 1 to 4 carbon atoms, alkoxycarbonyl with 1 to 4 carbon atoms , di-alkylaminocarbonyl with 1 to 6 carbon atoms or -S (0) or R3. 4. Compounds of the formula (I) according to claim 1, characterized in that Ar means the rest R1 means a substituent in the meta or para position of the series consisting of hydrogen, fluorine, chlorine, bromine, cyano, -CO-NR4R5, tetrahydropyranyl or one of the following groupings (1) -X-A (n) -Y-E. R2 means hydrogen, fluorine, chlorine, bromine, methyl, ethyl, methoxy, ethoxy, methylthio, ethylthio, trifluoromethyl, difluoromethoxy, trifluoromethoxy or trifluoromethylthio, or means 0 or 2, R3 signifies methyl, ethyl, n-propyl, isopropyl, difluoromethyl or trifluoromethyl, R4 and R5 mean, independently of each other, hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, iso-butyl, sec.-butyl, tere.-butyl or phenyl or benzyl, if appropriate monosubstituted for a remainder of the list W1, X means a direct bond, oxygen, sulfur, carbonyl, -CH2-, (CH2) 2-, -CH = CH- (E or Z), -C = C-, -CH20- , - (CH2) 20-, -CH (CH3) 0-, -OCH2-, -O (CH2) 2-, -SCH2-, -S (CH2) 2-, -SCH (CH3) -, alkylenedioxy with 1 to 4 carbon atoms, especially -OCH20-, -0 (CH2) 20- or -OCH (CH3) O-, A means phenyl optionally substituted once or twice by radicals from the W1 list or means furyl, benzofuryl, thienyl, benzothienyl, oxazolyl, benzoxazolyl, thiazolyl, benzothiazotyl, pyrrolyl, py idyl, pyrimidyl, 1, 3, 5-triazinyl, quinolinyl, isoquinolinyl, indolyl, purinyl, benzodioxolyl, indanyl, benzodioxanyl or chromanyl, each optionally substituted once or twice by radicals from the list W2, Z means oxygen or sulfur, D means hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl, isomeric pentyls, isomeric hexyl, n-heptyl, n-octyl, n-isooctyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl , n-hexadecyl, 2-propenyl, butenyl, pentenyl, hexenyl, propargyl, butynyl, pentynyl, -CF3, -CHF2, -CC1F2, -CF2CHFC1, -CF2CH2F, -CF2CHF2, -CF2CC13, -CH2CF3, -CF2CHFCF3, -CH2CF2CHF2 , -CH2CF2CF3, means cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexyl ethyl, each optionally substituted one to three times by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n- propyl, by iso-propyl, by n-butyl, by iso-butyl, by sec. -butyl, by tere. -butyl, by ethenyl, by 1-propenyl, by 2, 2-dimethyletenyl, by -CH = CC12, by phenyl, by styryl, by phenyl or by 4-chloro-styryl respectively substituted by fluorine, chlorine or bromine, means cyclopentenyl cyclohexenyl, cyclohexenylmethyl or cyclopentenylmethyl respectively substituted, where appropriate, by fluorine, by chlorine, by methyl, by ethyl, by n-propyl, by isopropyl, by n-butyl, by isobutyl, by sec. -butyl or by tere. -butyl, means benzyl, phenethyl, naphthylmethyl, tetrahydronaphthylmethyl, furylmethyl, thienylmethyl, pyrrolylmethyl, oxazolylmethyl, isoxazolylmethyl, thiazolylmethyl or pyridylmethyl, each optionally substituted once or twice by nitro, by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n-propyl, by iso-propyl, by n-butyl, by isobutyl, by sec. Butyl, by tere. -butyl, by methoxy, by ethoxy, by n-propoxy, by isopropoxy, by n-butoxy, by isobutoxy, by sec. -butoxi, by tere. -butoxy, by trifluoromethyl, by trifluoromethoxy, by difluoromethoxy or by chlorodifluoromethoxy, means -CO-R6, -CO-NR7R8 or the grouping - (CH2) p- (CR 9 * nR1i0 ?,) q- (CH2) r-G Z and D also together represent phenoxymethyl optionally substituted once or twice by nitro, by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n-propyl, "by i-propyl, by methoxy, by ethoxy, by n-propoxy, by i-propoxy, by trifluoromethyl, by trifluoromethoxy, by difluoromethoxy or by chlorodifluoromethoxy, Y means a direct bond, oxygen, sulfur, carbonyl, -CH2-, - (CH2) 2, -CH = CH- ( E or Z), -C = C-, -CH20-, - (CH2) 20-, -CH (CH3) 0-, -OCH2-, -0 (CH2) 2-, -SCH2-, -S (CH2 ) 2-, -SCH (CH 3) -, alkylenedioxy having 1 to 4 carbon atoms, especially -0CH 20- or -0 (CH 2) 0-o means p-phenylene, if appropriate monosubstituted by a radical from the list W 1, E means hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl, the isomeric pentyls, the isomeric isomers n-heptyl, n-octyl, n-isooctyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, 2-propenyl, butenyl, pentenyl, hexenyl, propargyl, butynyl, pentynyl, -CF3, -CHF2, -CC1F2, -CF2CHFCI, -CF2CH2F, -CF2CHF2, -CF2CC13, -CH2CF3, -CF2CHFCF3, -CH2CF2CHF2, -CH2CF2CF3 means cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl respectively substituted one to three times by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n-propyl, by isopropyl, by n-butyl, by isobutyl, per sec. -butyl, for * tere -butyl, by ethenyl, by 1-propenyl, by 2, 2-dimethyletenyl, by CH = CC 12, by phenyl, by styryl, by phenyl or by 4-chlorostyrene-substituted respectively by fluorine, chlorine or bromine, means cyclopentenyl or cyclohexenyl substituted, where appropriate, by fluorine, by chlorine, by methyl, by ethyl, by n-propyl, by iso-propyl, by n-butyl, by iso-butyl, by sec. -butyl or by tere. -butyl, means phenyl which is optionally substituted once or twice by radicals from the W1 list, means furyl, thienyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl or pyridyl, each optionally substituted once or twice by residues from list W2, or means the grouping - (CH2) P- (CRV), - (CH2) rG. R6 means methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec. -butoxi, tere. -butoxy, cyclopropyl, cyclohexyl, cyclohexyloxy, cyclohexylmethyloxy, phenyl, 2-chlorophenyl, 3-chlorophenyl, 2,6-di-fluorophenyl,

2-dichlorophenyl,

3-dichlorophenyl, 2-trifluoromethoxyphenyl or

4-trifluoromethoxyphenyl, R7 means hydrogen. R8 means methyl, ethyl or phenyl, optionally monosubstituted by chlorine, p, q and p mean, independently of each other, 0, 1, 2 or 3, the sum being less than 4, R9 and R10 mean, independently of each other, hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl, G means cyano, means 5,6-dihydrodioxazin-2-yl, 3-pyridyl, 3-furyl, 3-thienyl, 2-thiazolyl,

5-thiazolyl, 2-dioxolanyl, 1,3-dioxan-2- ilo, 2-dithiolanyl, 1,3-di-tian-2-yl or 1, 3-thioxan-2-yl, optionally substituted one to three times by fluorine, chlorine, bromine, methyl, ethyl , by n-propyl, by iso-propyl or by trifluoromethyl and optionally substituted at the point of connection by the radical R11, or means one of the following groupings: (a) - CO - R11 (b) - CO - OR12 (c) - CO - NR13R14 (d) - CS - NR, 3R14 (e) - C = N - R15 11 R 11 means hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl, the isomeric pentyls, the isomeric hexyl, -CF3, -CHF2, -CC1F2, -CF2CHFC1, -CF2CH2F, -CF2CHF2, -CF2CC13, -CH2CF3, alkenyl with 3 to 6 carbon atoms, alkenyl with 3 to 6 atoms of carbon substituted one to three times by fluorine or by chlorine, means cyclopropyl, cyclopentyl or cyclohexyl, each optionally substituted once or twice by fluorine, by chlorine, by methyl, by ethyl, by n-propyl, by iso-propyl , by -CF3, -CHF2, -CCIF2, -CF2CHFCI, -CF2CH2F, -CF2CHF2 -CF2CCI3 or by -CH2CF3, or means phenyl optionally substituted one or two times by methylcarbonylamino, by ethylcarbonylamino, by methylcarbonylmethylamino and / or by residues of the list W3, R? 2 means hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl, -CH2CF3, allyl, cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclopentylmethyl, cyclohexylmethyl, cyclopropylethyl, cyclopentylethyl or. cyclohexylethyl, each optionally substituted one or two times by fluorine, by chlorine, by methyl, by ethyl, by n-propyl, by isopropyl, by -CF3, -CHF2, -CC1F2, -CF2CHFCI, -CF2CH2F, CF2-CHF2, -CF2CC13, or by -CH2CF3, or means benzyl or phenethyl respectively substituted one or two times by residues of the list W3, R13 and R14 mean, independently of each other, hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl, -CH2CF3, methoxy, ethoxy, allyl, means cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclopentylmethyl or cyclohexylmethyl, each optionally substituted once or twice by fluorine, by chlorine, by methyl, by ethyl, by n-propyl, by iso-propyl or by trifluoromethyl, they mean phenyl, benzyl or phenethyl respectively substituted one or two times by residues of the list W3, they mean -OR12 or -NR ^ R12, R15 means -OR12, -NR1XR12 or -N ( R 11) -COOR 12, R 16, R 17 and R 18 mean, independently of one another, methyl, ethyl, n-propyl or isopropyl, W 1 means hydrogen, fluorine, chlorine, bromine, cyano, formyl, nitro, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec. -butoxi, tere. -butoxy, -CF3, -CHF2, -CClFz, -CF2CHFC1, -CF2CH2F, -CF2CHF2, -CF2CC13, -CH2CF3, -CF2CHFCF3, -CH2CF2CHF2, -CH2CF2CF3, trifluoromethoxy, difluoromethoxy, chlorodi fluoroethoxy, acetyl, propionyl, butyryl, isobutyryl, methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, iso-propoxycaronyl, n-butoxycarbonyl, isobutoxycarbonyl, sec. -butoxycarbonyl, tere. -butoxycarbonyl or -S (0) 0R3, W2 means fluorine, chlorine, bromine, cyano, methyl, ethyl, n-propyl, isopropyl, trifluoromethyl, trifluoromethoxy, difluoromethoxy, chlorodifluoromethoxy, acetyl, trifluoromethylthio, -CH = N-0CH3, - CH = N-0C2H5, -CH = N-OC3H7, -C (CH3) = N-OCH3, -C (CH3) = N-OC2H5, -C (CH3) = N-OC3H7, -C (C2H5) = N -OCH3, -C (C2H5) = N-OC2H5 or -C (C2H5) = N-OC3H7, W3 means fluorine, chlorine, cyano, nitro, methyl, ethyl, methoxy, ethoxy, methylthio, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, dimethylamino , diethylamino, -COOR19 or -CONR20R21, R19 means hydrogen, methyl, ethyl, n-propyl, isopropyl, tere. -butyl, -CH2CF3, means cyclopropyl, cyclopentyl or cyclohexyl each substituted one or two times by fluorine, by chlorine, by methyl, by ethyl, by n-propyl, by isopropyl or by -CF3 or by substituted phenyl; given once or twice by residues of the list W4, R20 and R21 mean, independently of each other, hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec. -butyl, tere. -butyl, -CH2CF3, methoxy, ethoxy, allyl, mean cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclopentylmethyl or cyclohexylmethyl, each substituted one or two times by fluorine or chlorine, respectively, meaning phenyl, benzyl or phenethyl respectively substituted, if appropriate once or twice for residues of the list W4, mean -OR16 or -NR17R18,? T means fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, tere. -butyl, methoxy, ethoxy, methylthio, trifluoromethyl, trifluoromethoxy or trifluoromethylthio. 5. Process for obtaining the compounds of the formula (I) according to claim 1, characterized in that (A) compounds of the formula (I) are obtained wherein Ar has the meanings set forth in claim 1, if a) amino ketone derivatives of the formula (VIII) are reacted wherein Ar has the meanings indicated above, with an acid and then, if appropriate, subjected to a cyclocondensation in the presence of an acid-binding agent, or b) the nitro group of nitroketones of the formula (XVIII) is reduced (XVIII) wherein Ar has the meanings indicated in claim 1, wherein 01) 0) an amino ketone of the formula (II) is present in an intermediate manner, which, however, is subjected to a cyclocondensation, especially in acid medium, in situ, to give (I), or c) imines of the formula (XXVII) are hydrolyzed ( XXVII) wherein Ar has the meanings indicated in claim 1, with aqueous acids where an amino ketone of the formula (II) is present in an intermediate manner, which is nevertheless subjected in situ to a cyclocondensation to give (I), B) compounds of the formula (III) are reacted wherein Ar has the meanings indicated in claim 1, with aryl-Grignard compounds of the formula (IV) wherein Hal means bromine or iodine, in the presence of a diluent, C) compounds of the formula (I-b) are obtained wherein m has the meanings indicated in claim 1, R 1-1 means A or means one of the following groupings (m) -B-Z • D where A, B, D, E, W1 and Z have the meanings indicated in claim 1 and R 2-1 means hydrogen, fluorine, cyano, nitro, alkyl, alkoxy, haloalkyl, haloalkoxy, alkoxyalkoxy or -SR3, where R- has the meanings indicated in claim 1, if compounds of the formula (V) are coupled wherein Rz_1 and m have the meanings indicated in claim 1 and X1 means bromine, iodine or -OS02CF, with boronic acids of the formula (VI) R1-1B (OH) 2 (VI), wherein, 1-1 has the meanings indicated in claim 1, in the presence of a catalyst and in the presence of an acid-accepting agent and in the presence of a solvent, D) the compounds of the formula (Ic) are obtained wherein R2 and m have the meanings indicated in claim 1, R1-2 means one of the following groupings (mb) -BZ-D1 (nb) -Yx-E in which B and Z have the meanings indicated in the claim 1, Y1 means oxygen or sulfur and D1 and E1 signify the grouping (CH2) p- (CR9R1É >) q- (CH2) rG in which R9, R10, G, p, q and r have the meanings indicated above, if cyclic formulas of the formula (I-d) are condensed wherein R2 and m have the meanings indicated in claim 1, and R1"3 means one of the following groupings (m-c) -B-Z-H (n-c) -Yx-H in which B, Y1 and Z have the meanings indicated above, with compounds of the formula (VII) Ab- (CH2) p- (CR9R10) q- (CH2) rG (VII), wherein R9, R10, G, p, qyr have the meanings indicated in claim 1, and Ab means a dissociable group, E) the compounds of the formula (Ie) are obtained wherein R2 and m have the meanings indicated in claim 1 and R1"4 means a grouping, containing residues G, of the description of the compounds according to the invention of the formula (I), wherein G means one of the groupings ( e) to (k) above, by conventional derivatization and generally known of the corresponding keto-derivatives, of the carboxylic acid derivatives or of the nitriles, ie compounds of the formula (I), in which G means cyano or one of the groupings (a) up (d), F) the compounds of the formula (I-f) are obtained wherein R1 has the meanings indicated in claim 1, if, in a first step a) the O-chloroacetophenone of the formula (F-I) is reacted with dimethyl lmethylammonium chloride of the formula (F- I I) to give the compound of the formula (F-III) and this, in a second step, ß) is reacted with benzylcyanides of the formula (F-1V) wherein R1 has the meaning indicated in claim 1, to give compounds of the formula (F-V) which, in the next step, d) are derivatized with sodium hydroxide lye / H202 to give the compounds of the formula (F-VI) wherein R1 has the meanings indicated in claim 1 and these, in a subsequent step and) are cyclized by reaction with PIFA 10 (1, 1-bis (trifluoroacetoxy) iodobenzene) of the formula (F-VII) fifteen to give the cyclic imines of the formula (I-f), G) the compounds of the formula (I-f) are obtained wherein Ar has the meanings indicated in claim 1, if, in a first step, \ a) arylbutyrolactams of the formula (XI) with o-chlorobenzoyl chloride to give compounds of the formula (G) I and these, in a second stage, ß) are reacted with methyl o-chlorobenzoate to give the compounds of the formula G (II) which, in a subsequent step d) are reacted with HBr / glacial acetic acid to give compounds of the formula (I-f) JX¿¡ 6 Compounds of the formula (VIII) characterized in that Ar has the meanings indicated in claim 1. 7. Compounds of the formula (XVIII) (XVIII) characterized in that Ar has the meanings indicated in claim 1. 8. Pesticidal agents, characterized in that they have a content in at least one compound of the formula (I) according to claim 1. 9. Use of the compounds of the formula (I) according to claim 1, for the fight against pests. 10. Procedure for the control of pests, characterized in that compounds of the formula (I) according to claim 1 are allowed to act on the pests and / or on the environment. 11. Process for obtaining pesticidal agents, characterized in that compounds of the formula (I) according to claim 1 are mixed with extenders and / or surfactants. 12. Use of compounds of the formula (I) according to claim 1, for the preparation of pesticidal agents.