Pyrrolines

A pyrroline of formula (I)

• in which
• R1 represents halogen, C1-C4-alkyl, or C1-C4-haloalkyl,
• R2 represents hydrogen, halogen, C1-C4-alkyl, or C1-C4-haloalkyl,
• R3 represents hydrogen, halogen, or methyl,
• R4 represents hydrogen, C1-C6-alkyl, (C1-C6-alkoxy)carbonyl, (C3-C6-cycloalkyl)-oxycarbonyl, or (C1-C6-haloalkoxy)carbonyl;
• or represents aryl that is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen, cyano, nitro, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-haloalkyl, C1-C4-haloalkoxy, and C1-C4-haloalkylthio,
• A1 represents N or CH,
• A2 represents N or CR9,
• R5 represents hydrogen, halogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C6-haloalkoxy, C1-C6-haloalkylthio, C1-C6-haloalkylsulphinyl, or C1-C6-haloalkylsulphonyl,
• R6, R7, R8, and R9 independently of one another represent hydrogen, halogen, cyano, formyl, nitro, tri(C1-C6-alkyl)silyl, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, (C1-C6-alkyl)carbonyl, (C1-C6-alkoxy)carbonyl, C1-C6-haloalkyl, C1-C6-haloalkoxy, C1-C6-haloalkylthio, C1-C6-haloalkylsulphinyl, C1-C6-haloalkylsulphonyl, C2-C6-haloalkenyl, C2-C6-haloalkenyloxy, (C1-C6-haloalkyl)-carbonyl, (C1-C6-haloalkoxy)carbonyl, pentafluorothio, —C(R10)═N—OR11, —SO2NR12R13, —(CH2)pNR12R13, —(CH2)pN(R12)COR13, —(CH2)pN(R12)SO2R13, —OSO2R12 or —OSO2NR12R13,
• R10 represents hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, or C3-C6-cycloalkyl,
• R11 represents hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, or C3-C6-cycloalkyl-C1-C4-alkyl;
• or represents aryl-C1-C4-alkyl that is optionally mono- or polysubstituted by identical or different radicals R5,
• R12 and R13 independently of one another represent hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl;
• represent C3-C6-cycloalkyl which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen and C1-C6-alkyl;
• represents C3-C6-cycloalkyl-C1-C4-alkyl;
• or represents aryl-C1-C4-alkyl that is optionally mono- or polysubstituted by identical or different radicals R5, or
• R12 and R13 together represent C2-C6-alkylene, (C1-C3-alkoxy)-C1-C3-alkylene, or (C1-C3-alkylthio)-C1-C3-alkylene, each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen and C1-C6-alkyl,
• p represents 0, 1, or 2,
• Q represents a completely unsaturated 5-membered heterocycle that has 1 to 3 identical or different heteroatoms selected from the group consisting of nitrogen, oxygen, and sulphur and that is mono- or polysubstituted by identical or different radicals selected from W1,
• W1 represents halogen, cyano, C1-C16-alkyl, C1-C16-alkoxy, C1-C16-alkylthio, C1-C16-alkylsulphinyl, C1-C16-alkylsulphonyl, C1-C16-haloalkyl, C1-C16-haloalkoxy, C1-C16-haloalkylthio, C1-C16-haloalkylsulphinyl, C1-C16-haloalkylsulphonyl, or C3-C12-cycloalkyl;
• or represents aryl or aryl-C1-C4-alkyl, each of which is optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen, cyano, formyl, nitro, tri(C1-C6-alkyl)silyl, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, (C1-C6-alkyl)carbonyl, (C1-C6-alkoxy)carbonyl, C1-C6-haloalkyl, C1-C6-haloalkoxy, C1-C6-haloalkylthio, C1-C6-haloalkylsulphinyl, C1-C6-haloalkylsulphonyl, C2-C6-haloalkenyl, C2-C6-haloalkenyloxy, —C(R10)═N—OR11, —SO2NR12R13, —(CH2)pNR12R13, —(CH2)pN(R12)COR13, —(CH2)pN(R12)SO2R13, —OSO2R12, and —OSO2NR12R13,
• the symbol * denotes a stereogenic center and the symbol * denotes a further stereogenic center when R4 does not represent hydrogen, wherein the substituents at the two stereogenic centers are located at cis- or trans-positions relative to each other.