4-(3,3-dihalo-allyloxy) phenol derivatives having pesticidal properties

A compound of formula

• wherein
• A0, A1 and A2 are each independently of the other a bond or a C1-C6alkylene group which is unsubstituted or substituted by from one to six identical or different substituents selected from C3-C8cycloalkyl, C3-C8cycloalkyl-C1-C6alkyl and C1-C3haloalkyl;
• A3 is a C1-C6alkylene group which is unsubstituted or substituted by from one to six identical or different substituents selected from C3-C8cycloalkyl, C3-C8cycloalkyl-C1-C6alkyl and C1-C3haloalkyl;
• D is CH;
• X1 and X2 are each independently of the other fluorine, chlorine or bromine;
• R1, R2 and R3 are each independently of the others H, halogen, OH, SH, CN, nitro, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylcarbonyl, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C1-C6alkoxy, C1-C6haloalkoxy, C2-C6alkenyloxy, C2-C6haloalkenyloxy, C2-C6alkynyloxy, —S(═O)—C1-C6alkyl, —S(O)2—C1-C6alkyl, C1-C6alkoxycarbonyl or C3-C6haloalkynyloxy;
• the substituents R3 being independent of one another when m is 2;
• R4 is H, halogen, OH, SH, CN, nitro, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylcarbonyl, C2-C6-alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C1-C6alkoxy, C1-C6haloalkoxy, C2-C6alkenyloxy, C2-C6haloalkenyloxy, C2-C6alkynyloxy, —S(═O)—C1-C6alkyl, —S(═O)2—C1-C6alkyl or C1-C6alkoxycarbonyl;
• the substituents R4 being independent of one another when k is greater than 1;
• or N(R5)2 wherein the two substituents R5 are independent of one another;
• R5 is H, CN, OH, C1-C6alkyl, C3-C8cycloalkyl, C3-C8cycloalkyl-C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C2-C6alkenyloxy, C2-C6haloalkenyloxy, C2-C6alkynyloxy, —C(═O)R8, —C(═S)R8, phenyl, benzyl;
• or phenyl or benzyl each of which is substituted in the aromatic ring by from one to five identical or different substituents selected from the group consisting of halogen, C1-C6alkyl, halo-C1-C6alkyl, C1-C6alkoxy, halo-C1-C6-alkoxy, hydroxy, cyano and nitro;
• or the two substituents R5 together form a four- to eight-membered, straight-chain or branched alkylene bridge wherein a CH2 group may have been replaced by O, S or NR9, and the alkylene bridge is unsubstituted or substituted by from one to four identical or different substituents selected from C3-C8cycloalkyl, C3-C8cycloalkyl-C1-C6alkyl and C1-C3haloalkyl;
• W is O, NR6, S, SO, SO2, —C(═O)—O—, —O—C(═O)—, —C(═O)—NR7— or —NR7—C(═O)—;
• T is a bond;
• Q is O, NR6, S, SO or SO2;
• Y is O, NR6, S, SO or SO2;
• R6 and R7 are independently of each other H, C1-C6alkyl, C1-C3haloalkyl, C1-C6alkylcarbonyl, C1-C3haloalkylcarbonyl, C1-C6alkoxyalkyl, C3-C8cycloalkyl or benzyl;
• R8 is C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C1-C6alkoxy, C1-C6haloalkoxy, C2-C6alkenyloxy, C2-C6haloalkenyloxy, C2-C6alkynyloxy, C3-C6cycloalkyl, phenyl, benzyl;
• or phenyl or benzyl each of which is unsubstituted or substituted by from one to three identical or different substituents selected from halogen, CN, nitro, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylcarbonyl, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkoxycarbonyl, C1-C3haloalkoxycarbonyl and C2-C6haloalkenyloxy;
• R9 is H, C1-C6alkyl, C1-C3haloalkyl, C1-C6-alkylcarbonyl, C1-C6haloalkylcarbonyl, C1-C6alkoxyalkyl, C3-C8cycloalkyl or benzyl;
• k is 1, 2, 3 or 4 when D is CH;
• m is 1 or 2;
• E is 1,2,4-oxadiazol-3-yl which is unsubstituted or monosubstituted by CN, halogen, C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, C3-C6alkynyl, C3-C6cycloalkyl, C1-C6alkylcarbonyl, C1-C6haloalkylcarbonyl or by C1-C6alkoxycarbonyl;
• and, where applicable, their possible E/Z isomers, E/Z isomeric mixtures and/or tautomers, in each case in free form or in salt form.