Heteroaryl piperidine and heteroaryl piperazine derivatives as fungicides

Abstract

Heteroarylpiperidine and -piperazine derivatives of the formula (I) in which the symbols A, X, Y, L 1 , L 2 , G, Q, p, R 1 , R 2 and R 10 are each as defined in the description, and salts, metal complexes and N-oxides of the compounds of the formula (I), and the use thereof for controlling phytopathogenic harmful fungi and processes for preparing compounds of the formula (I).

1 . A compound of formula (I) 
       
         
           
           
               
               
           
         
         wherein the radicals are each defined as follows: 
         A is phenyl which may contain up to five substituents, 
         where the substituents are each independently selected from Z A-1 , 
         or 
         A is an optionally benzofused, unsubstituted or substituted 5- or 6-membered heteroaryl optionally comprising no more than four substituents, where the substituents on carbon are each independently selected from Z A-2  and the substituents on nitrogen are each independently selected from Z A-3 , 
         Z A-1  are the same or different and are each independently hydrogen, halogen, hydroxyl, thioxyl, nitro, cyano, —C(═O)H, —C(═O)OH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, cycloalkenyl, halocycloalkyl, halocycloalkenyl, hydroxyalkyl, cyanoalkyl, formylalkyl, alkoxyalkyl, haloalkoxyalkyl, cycloalkoxyalkyl, alkynyloxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, dialkylaminoalkyl, alkylcarbonylalkyl, alkylsulphonylalkyl, alkylcycloalkyl, alkylcycloalkenyl, alkoxy, alkylcycloalkylalkyl, halocycloalkoxy, alkylthio, haloalkylthio, cycloalkylthio, alkynylthio, alkenyloxy, alkynyloxy, haloalkoxy, haloalkenyloxy, haloalkynyloxy, cycloalkoxy, alkoxyalkoxy, cycloalkylalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, cycloalkylamino, alkylcarbonylamino, cycloalkylcarbonylamino, alkoxycarbonylamino, alkylsulphonylamino, haloalkylsulphonylamino, phenylsulphonylamino, cycloalkylalkyl, halocycloalkylalkyl, cycloalkylcycloalkyl, alkoxyalkoxyalkyl, alkylaminocarbonyloxy, alkylcarbonylalkoxy, cycloalkylaminocarbonyl, cycloalkylalkoxycarbonyl, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, trialkylsilyl, —SF 5 , phenyl, —C(═O)NR 3 R 4  or —NR 3 R 4 , 
         Z A-2  and R G1  are the same or different and are each independently hydrogen, halogen, hydroxyl, thioxyl, nitro, cyano, —C(═O)H, —C(═O)OH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, hydroxyalkyl, formylalkyl, alkoxyalkyl, alkylcarbonylalkyl, alkylcycloalkyl, alkoxy, alkylcycloalkylalkyl, alkylthio, haloalkylthio, alkynylthio, alkenyloxy, alkynyloxy, haloalkoxy, alkoxyalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonylamino, alkylsulphonylamino, halo alkylsulphonylamino, phenylsulphonylamino, cycloalkylalkyl, halocycloalkylalkyl, cycloalkylcycloalkyl, alkoxycarbonyloxy, alkylcarbonylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyloxy, —C(═O)NR 3 R 4  or —NR 3 R 4 , 
         Z A-3 , R G2  and Z 2  are the same or different and are each independently hydrogen, —C(═O)H, —C(═O)NR 3 R 4 , alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, phenylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, phenyl or benzyl, 
         R 3  and R 4  are the same or different and are each independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, benzyl or phenyl, 
         L 1  is NR L12  or C(R L11 ) 2 , 
         R L11  is the same or different and is independently hydrogen, halogen, hydroxyl, cyano, —C(═O)H, —C(═O)OH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, alkoxyalkyl, alkylthioalkyl, alkylaminoalkyl, dialkylaminoalkyl, alkoxy, alkylthio, haloalkylthio, haloalkoxy, alkylcarbonyloxy, alkylcarbonylamino, alkylcarbonylthio, alkylsulphonyl, haloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, trialkylsilyloxy, —NR 3 R 4  or —C(═O)NR 3 R 4 ,
 or the two R L11  radicals, together with the carbon atom to which they are bonded, form a cyclopropyl ring, or 
 the two R L11  radicals are ═CH 2 , ═COR 3 , ═NOR 3  or ═CHN(R 7 ) 2 , 
 
         R L12  is hydrogen, —C(═O)H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkylaminocarbonyl, haloalkylaminocarbonyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, phenyl or benzyl, 
         R 7  is alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, benzyl or phenyl, 
         Y is sulphur or oxygen, 
         X is carbon or nitrogen, 
         R 2  is hydrogen, alkyl, alkenyl, haloalkyl, alkoxy, halogen, cyano or hydroxyl, 
         R 10  is oxo, alkyl, alkenyl, haloalkyl, alkoxy, halogen, cyano or hydroxyl, 
         p is 0, 1 or 2, 
         G is 5-membered heteroaryl which is substituted by Q and may otherwise be unsubstituted or substituted, where the substituents on carbon are each independently selected from R G1  and the substituents on nitrogen are each independently selected from R G2 , 
         Q is saturated or partly or fully unsaturated 5-membered heterocyclyl which is substituted by L 2 -R 1  and may otherwise be unsubstituted or substituted, where the substituents are each independently selected from R 5 , 
         R 5  is the same or different and is independently:
 bonded to carbon of the 5-membered heterocyclyl of Q: 
 hydrogen, oxo, halogen, cyano, hydroxyl, nitro, —CHO, —C(═O)OH, —C(═O)NH 2 , —C(═O)NR 3 R 4 , —NR 3 R 4 , alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkylcycloalkyl, halocycloalkylalkyl, alkylcycloalkylalkyl, cycloalkenyl, halocycloalkenyl, alkoxyalkyl, haloalkoxyalkyl, cycloalkoxyalkyl, alkoxyalkoxyalkyl, alkylthioalkyl, formylalkyl, alkylcarbonylalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkylaminoalkyl, dialkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, cycloalkylaminocarbonyl, hydroxyalkyl, alkoxy, haloalkoxy, cycloalkoxy, halocycloalkoxy, cycloalkylalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkoxyalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, alkylcarbonylalkoxy, alkylthio, haloalkylthio, cycloalkylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, trialkylsilyl, alkylsulphonylamino, haloalkylsulphonylamino, 
 bonded to nitrogen of the 5-membered heterocyclyl of Q: 
 hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, phenyl, benzyl, alkylsulphonyl, —C(═O)H, alkoxycarbonyl or alkylcarbonyl, 
 
         L 2  is a direct bond, O, C(═O), S(O) m , CHR 20  or NR 21 , 
         m is 0, 1 or 2, 
         R 20  is hydrogen, alkyl or haloalkyl, 
         R 21  is hydrogen, alkyl, haloalkyl, cycloalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl or haloalkoxycarbonyl, 
         R 1  is phenyl which is substituted once by a Z 4  substituent and may additionally optionally have further substitution, where these additional substituents are each independently selected from Z 4  and Z 1 , 
         or 
         R 1  is naphthyl, dihydronaphthalenyl, tetrahydronaphthalenyl, hexahydronaphthalenyl, octahydronaphthalenyl or indenyl which is substituted once by a Z 5  substituent and may additionally optionally comprise further substitution, where additional substituents are each independently selected from Z 5  and Z 1 , 
         or 
         R 1  is an optionally benzofused, substituted 5- or 6-membered heteroaryl which is substituted once by a substituent, either on a carbon by Z 6  or on a nitrogen by Z 7 , and may additionally optionally have further substitution, where additional substituents on carbon are each independently selected from Z 1  and Z 6 , and the additional substituents on nitrogen are each independently selected from Z 2  and Z 7 , 
         Z 1  is hydrogen, halogen, hydroxyl, nitro, cyano, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkoxy, alkoxyalkyl, hydroxyalkyl, haloalkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcycloalkyl, cycloalkoxyalkyl, cycloalkylamino, alkylthio, haloalkylthio, cycloalkylthio, cycloalkylalkyl, alkylcarbonyloxy, alkylcarbonylamino, haloalkylcarbonylamino, alkylcarbonylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyloxy, haloalkylsulphonyloxy, alkylcycloalkylalkyl, —C(═O)NR 3 R 4 , —NR 3 R 4 , or -L 3 Z 3 , 
         L 3  is a direct bond, —CH 2 —, —C(═O)—, sulphur, oxygen, —C(═O)O—, —C(═O)NH—, —OC(═O)— or —NHC(═O)—, 
         Z 3  is a phenyl radical, naphthalenyl radical or a 5- or 6-membered heteroaryl radical, each of which may contain 0, 1, 2 or 3 substituents, where the substituents are each independently selected from the following list:
 substituents on carbon: halogen, cyano, nitro, hydroxyl, amino, —SH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkoxyalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, alkoxy, haloalkoxy, cycloalkoxy, halocycloalkoxy, alkenyloxy, alkynyloxy, alkoxyalkoxy, alkylamino, dialkylamino, alkylthio, haloalkylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, trisilylalkyl or phenyl, 
 substituents on nitrogen: hydrogen, —C(═O)H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, phenylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, —C(═O)NR 3 R 4 , phenyl or benzyl, 
 
         Z 4  is SH, C(═O)H, C 7 -C 8 -cycloalkyl, C 7 -C 8 -halocycloalkyl, cycloalkylcycloalkyl, halocycloalkylalkyl, cycloalkenyl, halocycloalkenyl, C 4 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 3 -alkoxy-C 2 -C 4 -alkyl, alkoxyalkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkylaminoalkyl, dialkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, C 4 -C 6 -alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, cycloalkylaminocarbonyl, haloalkoxyalkyl, C 5 -C 6 -hydroxyalkyl, C 5 -C 6 -alkoxy, C 5 -C 6 -haloalkoxy, cycloalkoxy, halocycloalkoxy, cycloalkylalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkoxyalkoxy, cyanoalkoxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, alkylcarbonylalkoxy, C 5 -C 6 -alkylthio, C 5 -C 6 -haloalkylthio, C 5 -C 6 -alkylsulphinyl, C 5 -C 6 -haloalkylsulphinyl, C 5 -C 6 -alkylsulphonyl, C 5 -C 6 -haloalkylsulphonyl, cycloalkylsulphonyl, tri(C 3 -C 4 -alkyl)silyl, alkylsulphonylamino or haloalkylsulphonylamino, 
         Z 5  is tri(C 2 -C 4 -alkyl)silyl, benzyl, phenyl, SH, C 5 -C 6 -alkoxy, C 5 -C 6 -haloalkoxy, C 2 -C 6 -alkenyloxy, C 2 -C 6 -alkynyloxy, C 5 -C 6 -alkylthio or C 5 -C 6 -haloalkylthio, 
         Z 6  is SH, cycloalkylcycloalkyl or tri(C 3 -C 4 -alkyl)silyl, 
         Z 7  is alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkylcycloalkyl, alkylsulphonyl, C(═O)H, benzyl or phenyl, 
         and/or a salt, metal complex and/or an N-oxide thereof, 
         with the proviso that the following compounds are excluded: 
       
       
         
           
           
               
               
           
         
         in which the symbols are each defined as follows: 
         Y is oxygen or sulphur, 
         R 2  is hydrogen or halogen, 
         Q is 
       
       
         
           
           
               
               
           
         
         R 5  is hydrogen, cyano, C 1 -C 3 -alkyl or C 1 -C 3 -haloalkyl, 
         L 2  is a direct bond and 
         R 1  is as defined above, wherein, when R 1  is substituted phenyl, naphthyl, dihydronaphthalenyl, tetrahydronaphthalenyl, hexahydronaphthalenyl, octahydronaphthalenyl or indenyl or an optionally benzofused, 5- or 6-membered heteroaryl, not more than two substituents are present on the carbocycles or heterocycles mentioned. 
       
     
     
         2 . The compound of formula (I)  1  and/or salt, metal complex and/or an N-oxide thereof according to  claim 1 , wherein the radical definitions are as follows:
 A is phenyl which optionally comprise no more than two substituents, where the substituents are each independently selected from the following list:
 halogen, cyano, hydroxyl, —NR 3 R 4 , —C(═O)NR 3 R 4 , nitro, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 8 -cycloalkyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 3 -C 6 -halocycloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkenyloxy, C 1 -C 4 -alkynyloxy, C 1 -C 4 -alkylthio, C 1 -C 4 -alkylsulphonyl, C 1 -C 4 -haloalkylthio, C 1 -C 4 -haloalkylsulphonyl, C 1 -C 4 -alkoxy-C 1 -C 6 -alkyl, hydroxy-C 1 -C 4 -alkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -alkylcarbonyloxy or —C(═O)H, or 
 
 A is a heteroaromatic radical selected from the following group: furan-2-yl, furan-3-yl, thiophen-2-yl, thiophen-3-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, pyrrol-1-yl, pyrrol-2-yl, pyrrol-3-yl, oxazol-2-yl, oxazol-4-yl, oxazol-5-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, 1,2,3-triazol-1-yl, 1,2,4-triazol-1-yl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrazin-2-yl, pyrazin-3-yl, pyrimidin-2-yl, pyrimidin-4-yl or pyrimidin-5-yl which optionally comprise no more than to two substituents, where the substituents are each independently selected from the following list:
 substituents on carbon: 
 halogen, cyano, hydroxyl, nitro, —NR 3 R 4 , C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 3 -C 6 -halocycloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -alkylsulphonyl, C 1 -C 4 -haloalkylthio, C 1 -C 4 -haloalkylsulphonyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, hydroxy-C 1 -C 4 -alkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -alkylcarbonyloxy or phenyl, 
 substituents on nitrogen: 
 C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 3 -C 10 -cycloalkyl-C 1 -C 6 -alkyl, C 1 -C 6 -haloalkylcarbonyl, phenyl, benzyl, C 1 -C 4 -alkylsulphonyl, C 1 -C 4 -haloalkylsulphonyl, phenylsulphonyl, —C(═O)H, or C 1 -C 6 -alkylcarbonyl, 
 
 L 1  is CHR L11  or NR L12 , 
 R L11  is hydrogen, methyl, ethyl or cyclopropyl, 
 R L12  is hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 3 -C 8 -cycloalkyl, C 1 -C 4 -alkylsulphonyl, C 1 -C 4 -alkoxycarbonyl, 
 Y is oxygen, 
 X is carbon, 
 R 2  is hydrogen, fluorine, chlorine, bromine or hydroxyl, 
 R 10  is oxo, C 1 -C 4 -alkyl, C 1 -C 4 -alkenyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, halogen, cyano or hydroxyl, 
 p is 0 or 1, 
 G is 
 
       
         
           
           
               
               
           
         
         where the bond identified by “v” is bonded directly to X and where the bond identified by “w” is bonded directly to Q, 
         R G1  is hydrogen or halogen, 
         Q is 
       
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           where the bond identified by “*” is bonded directly to G, and where the bond identified by “#” is bonded directly to L 2 , 
           or 
           where the bond identified by “*” is bonded directly to L 2 , and where the bond identified by “#” is bonded directly to G, 
         
         R 5  is the same or different and is independently:
 bonded to carbon of the 5-membered heterocyclyl of Q: 
 hydrogen, cyano, —NR 3 R 4 , C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 4 -alkyl-C 3 -C 8 -cycloalkyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 3 -C 8 -cycloalkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkylthio-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 8 -cycloalkoxy, C 3 -C 8 -halocycloalkoxy, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkoxy, C 2 -C 6 -alkenyloxy, C 2 -C 6 -haloalkenyloxy, C 2 -C 6 -alkynyloxy, C 2 -C 6 -haloalkynyloxy, C 1 -C 6 -alkoxy-C 1 -C 4 -alkoxy, C 1 -C 6 -alkylcarbonyloxy, C 1 -C 6 -haloalkylcarbonyloxy, C 3 -C 8 -cycloalkylcarbonyloxy, C 1 -C 6 -alkylcarbonyl-C 1 -C 6 -alkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, C 3 -C 8 -cycloalkylthio, 
 
         bonded to nitrogen of the 5-membered heterocyclyl of Q: 
         hydrogen, —C(═O)H, C 1 -C 3 -alkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl or benzyl, 
         L 2  is a direct bond, —C(═O)—, —CHR 20 — or —NR 21 —, 
         R 20  is hydrogen, methyl, ethyl, trifluoromethyl, 
         R 21  is hydrogen or methyl, 
         R 1  is phenyl which is substituted once by a Z 4  substituent and may additionally optionally comprise further substitution, where additional substituents are each independently selected from Z 4  and Z 1-1  or 
         R 1  is naphthalen-1-yl, naphthalen-2-yl, 1,2,3,4-tetrahydronaphthalen-1-yl, 1,2,3,4-tetrahydronaphthalen-2-yl, 5,6,7,8-tetrahydronaphthalen-1-yl, 5,6,7,8-tetrahydronaphthalen-2-yl, decalin-1-yl, decalin-2-yl, 1H-inden-1-yl, 2,3-dihydro-1H-inden-1-yl, 1H-inden-2-yl, 1H-inden-3-yl, 1H-inden-4-yl, 1H-inden-5-yl, 1H-inden-6-yl, 1H-inden-7-yl, indan-1-yl, indan-2-yl, indan-3-yl, indan-4-yl or indan-5-yl,
 where each is substituted once by a Z 5  substituent and may additionally optionally comprise further substitution, where additional substituents are each independently selected from Z 5  and Z 1-2 , or 
 
         R 1  is a 5- or 6-membered heteroaryl radical which is substituted once by a substituent, either on a carbon by Z 6  or on a nitrogen by Z 7 , and may additionally optionally comprise further substitution, where additional substituents on carbon are each independently selected from Z 1-3  and Z 6 , and additional substituents on nitrogen are each independently selected from Z 2 , or 
         R 1  is benzofused substituted 5- or 6-membered heteroaryl which is substituted by one Z 4  substituent and may additionally optionally comprise further substitution, where additional substituents on carbon are each independently selected from Z 1-2 , and additional substituents on nitrogen are each independently selected from Z 2 , 
         Z 1-1  is hydrogen, halogen, cyano, hydroxyl, nitro, —C(═O)NR 3 R 4 , —NR 3 R 4 , C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 3 -C 6 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 6 -alkylcarbonyloxy, C 1 -C 4 -alkylthio, C 1 -C 4 -haloalkylthio, C 3 -C 6 -cycloalkylthio or -L 3 Z 3 , 
         Z 1-2  are the same or different and are each independently hydrogen, halogen, cyano, nitro, —NR 3 R 4 , —C(═O)NR 3 R 4 , C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 6 -alkylcarbonyloxy, C 1 -C 6 -alkylcarbonylthio, C 1 -C 4 -alkylthio or C 1 -C 4 -haloalkylthio, 
         Z 1-3  is hydrogen, halogen, cyano, hydroxyl, nitro, —C(═O)NR 3 R 4 , —NR 3 R 4 , C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -alkoxy, C 1 -C 6 -halo alkoxy, C 1 -C 6 -alkylcarbonyloxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio or C 3 -C 6 -cycloalkylthio, 
         Z 2  is the same or different and is independently hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, phenyl, benzyl, C 1 -C 4 -haloalkylsulphonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -haloalkoxycarbonyl, phenylsulphonyl, C 1 -C 4 -alkylsulphonyl, —C(═O)H, C 1 -C 3 -haloalkylcarbonyl or C 1 -C 3 -alkylcarbonyl, 
         L 3  is a direct bond, —CH 2 —, sulphur, oxygen, 
         Z 3  is a phenyl radical, naphthalenyl or a 5- or 6-membered heteroaryl radical which optionally comprise no more than contain up to two substituents, where the substituents are each independently selected from the following list:
 substituents on carbon: halogen, cyano, nitro, hydroxyl, amino, —SH, C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkenyl, C 2 -C 4 -haloalkynyl, C 2 -C 4 -alkoxyalkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -haloalkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 2 -C 6 -alkenyloxy, C 2 -C 6 -alkynyloxy, C 1 -C 4 -alkylthio, C 1 -C 4 -haloalkylthio, C 1 -C 4 -alkylsulphonyl, C 1 -C 4 -haloalkylsulphonyl or C 1 -C 4 -alkylamino, di(C 1 -C 4 -alkyl)amino, 
 substituents on nitrogen: C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -haloalkynyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, phenyl, benzyl, C 1 -C 4 -haloalkylsulphonyl, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -haloalkoxycarbonyl, phenylsulphonyl, C 1 -C 4 -alkylsulphonyl, —C(═O)H, or C 1 -C 3 -alkylcarbonyl, 
 
         Z 4  is C(═O)H, C 7 -C 8 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkenyl, C 4 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 4 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 3 -alkoxy-C 2 -C 4 -alkyl, C 1 -C 3 -alkoxy-C 2 -C 3 -alkoxy-C 1 -C 3 -alkyl, C 1 -C 4 -alkylthio-C 1 -C 2 -alkyl, C 1 -C 4 -alkylsulphinyl-C 1 -C 2 -alkyl, C 1 -C 4 -alkylsulphonyl-C 1 -C 2 -alkyl, C 1 -C 4 -alkylamino-C 1 -C 2 -alkyl, C 1 -C 2 -dialkylamino-C 1 -C 2 -alkyl, C 1 -C 4 -haloalkylamino-C 1 -C 2 -alkyl, C 3 -C 6 -cycloalkylamino-C 1 -C 2 -alkyl, C 4 -C 6 -alkylcarbonyl, C 1 -C 4 -haloalkylcarbonyl, C 3 -C 6 -cycloalkylcarbonyl, C 3 -C 6 -cycloalkoxycarbonyl, C 3 -C 6 -cycloalkyl-C 1 -C 2 -alkoxycarbonyl, C 3 -C 6 -cycloalkylaminocarbonyl, C 1 -C 4 -haloalkoxy-C 1 -C 2 -alkyl, C 5 -C 6 -hydroxyalkyl, C 5 -C 6 -alkoxy, C 5 -C 6 -haloalkoxy, C 3 -C 6 -cycloalkoxy, C 3 -C 6 -halocycloalkoxy, C 3 -C 6 -cycloalkylalkoxy, C 2 -C 6 -alkenyloxy, C 2 -C 6 -haloalkenyloxy, C 2 -C 6 -alkynyloxy, C 2 -C 6 -haloalkynyloxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkoxy, cyano-C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkylcarbonyloxy, C 3 -C 6 -cycloalkylcarbonyloxy, C 1 -C 4 -alkylcarbonyl-C 1 -C 4 -alkoxy, C 5 -C 6 -alkylthio, C 5 -C 6 -haloalkylthio, C 5 -C 6 -alkylsulphinyl, C 5 -C 6 -haloalkylsulphinyl, C 5 -C 6 -alkylsulphonyl, C 5 -C 6 -haloalkylsulphonyl, C 3 -C 6 -cycloalkylsulphonyl, tri(C 3 -C 4 -alkyl)silyl, C 1 -C 4 -alkylsulphonylamino or C 1 -C 4 -haloalkylsulphonylamino, 
         Z 5  is benzyl, phenyl, C 2 -C 6 -alkenyloxy, C 2 -C 6 -alkynyloxy, C 5 -C 6 -alkylthio or C 5 -C 6 -haloalkylthio, 
         Z 6  is C 3 -C 6 -cycloalkylcyclopropyl, C 3 -C 6 -cycloalkylcyclohexyl or tri(C 3 -C 4 -alkyl)silyl, 
         Z 7  is C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 3 -C 6 -cycloalkyl, C 1 -C 4 -alkyl-C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkylcyclopropyl, C 3 -C 6 -cycloalkylcyclohexyl, cycloalkylalkyl, C 1 -C 4 -alkylsulphonyl, C(═O)H, benzyl or phenyl. 
       
     
     
         3 . The compound of formula (I) and/or salt, metal complex and/or an N-oxide thereof according to  claim 1 , wherein the radical definitions are each as follows:
 A is phenyl which optionally comprise no more than two substituents, where the substituents are each independently selected from the following list:   methyl, ethyl, iodine, chlorine, bromine, fluorine, methoxy, ethoxy, difluoromethyl or trifluoromethyl or   A is pyrazol-1-yl which optionally comprise no more than two substituents, where the substituents are each independently selected from the following list:
 methyl, ethyl, chlorine, bromine, fluorine or trifluoromethyl. 
   
     
     
         4 . The compound of formula (I) and/or salt, metal complex and/or an N-oxide thereof according to  claim 1 , wherein the radical definitions are each as follows:
 G is G 1 , G 2  or G 3  and especially G 1 ,   R G1  is hydrogen.   
     
     
         5 . The compound of formula (I) and/or salt, metal complex and/or an N-oxide thereof according to  claim 1 , wherein the radical definitions are each as follows:
 Q is   
       
         
           
           
               
               
           
         
         
           where the bond identified by “x” is bonded directly to G, and the bond identified by “y” is bonded directly to L 2 . 
         
       
     
     
         6 . The compound of the formula (I) and/or salt, metal complex and/or an N-oxide thereof according to  claim 1 , wherein the radical definitions are each as follows:
 R 1  is phenyl which optionally comprise no more than 3 substituents, where one substituent is selected from Z 4  and any further substituents are selected from the following list: fluorine, chlorine, bromine, iodine, cyano, nitro, hydroxyl, amino, —SH, —C(═O)H, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1,1-dimethylethyl, 1,2-dimethylethyl, ethenyl, ethynyl, trifluoromethyl, difluoromethyl, trichloromethyl, dichloromethyl, cyclopropyl, methoxy, ethoxy, n-propoxy, 1-methylethoxy, 1,1-dimethylethoxy, methylcarbonyl, ethylcarbonyl, trifluoromethylcarbonyl, methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, 1-methylethoxycarbonyl, 1,1-dimethylethoxycarbonyl, 1-ethenyloxy, 2-propenyloxy, 2-propynyloxy, methylcarbonyloxy, trifluoroalkylcarbonyloxy, chloromethylcarbonyloxy, methylthio, ethylthio, methylsulphonyl, methylsulphonylamino, trifluoromethylsulphonylamino or -L 3 R 3 , or   R 1  is naphthalen-1-yl, naphthalen-2-yl, 1,2,3,4-tetrahydronaphthalen-1-yl, 1,2,3,4-tetrahydronaphthalen-2-yl, 5,6,7,8-tetrahydronaphthalen-1-yl, 5,6,7,8-tetrahydronaphthalen-2-yl, decalin-1-yl, decalin-2-yl, 1H-inden-1-yl, 2,3-dihydro-1H-inden-1-yl, 1H-inden-2-yl, 1H-inden-3-yl, 1H-inden-4-yl, 1H-inden-5-yl, 1H-inden-6-yl, 1H-inden-7-yl, indan-1-yl, indan-2-yl, indan-3-yl, indan-4-yl or indan-5-yl, where these are each substituted at least once by a Z 5  substituent and may optionally additionally comprise further substitution, where the additional substituents are each independently selected from Z 5  and the group consisting of methyl, methoxy, cyano, fluorine, chlorine, bromine and iodine, or   R 1  is furan-2-yl, furan-3-yl, thiophen-2-yl, thiophen-3-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, pyrrol-1-yl, pyrrol-2-yl, pyrrol-3-yl, oxazol-2-yl, oxazol-4-yl, oxazol-5-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl, 1,3,4-oxadiazol-2-yl, 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl, 1,3,4-thiadiazol-2-yl, 1,2,3-triazol-1-yl, 1,2,3-triazol-2-yl, 1,2,3-triazol-4-yl, 1,2,4-triazol-1-yl, 1,2,4-triazol-3-yl, 1,2,4-triazol-4-yl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl or pyrazin-2-yl, each of which may contain 1 or 2 substituent(s), where one substituent is either on a carbon and is selected from Z 6  or is on a nitrogen and is selected from Z 7 , and any further substituent is selected from the following list:
 substituents on carbon: fluorine, chlorine, bromine, iodine, cyano, nitro, hydroxyl, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1,1-dimethylethyl, 1,2-dimethylethyl, ethenyl, ethynyl, trifluoromethyl, difluoromethyl, trichloromethyl, dichloromethyl, cyclopropyl, methoxy, ethoxy, n-propoxy, 1-methylethoxy, 1,1-dimethylethoxy, methylcarbonyl, ethylcarbonyl, trifluoromethylcarbonyl, methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, 1-methylethoxycarbonyl, 1,1-dimethylethoxycarbonyl, 1-ethenyloxy, 2-propenyloxy, 2-propinyloxy, methylcarbonyloxy, trifluoroalkylcarbonyloxy, chloromethylcarbonyloxy, methylcarbonylamino, trifluoroalkylcarbonylamino, chloromethylcarbonylamino, methylthio, ethylthio, methylsulphinyl, methylsulphonyl, methylsulphonyloxy, trifluoroalkylsulphonyloxy, methylsulphonylamino or trifluoromethylsulphonylamino, 
 substituents on nitrogen: methyl, ethyl, n-propyl, —C(═O)H, methylcarbonyl, trifluoromethylcarbonyl, chloromethylcarbonyl, methylsulphonyl, trifluoromethylsulphonyl, phenylsulphonyl, phenyl or 2-propynyl, or 
   R 1  is indol-1-yl, indol-2-yl, indol-3-yl, indol-4-yl, indol-5-yl, indol-6-yl, indol-7-yl, benzimidazol-1-yl, benzimidazol-2-yl, benzimidazol-4-yl, benzimidazol-5-yl, indazol-1-yl, indazol-3-yl, indazol-4-yl, indazol-5-yl, indazol-6-yl, indazol-7-yl, indazol-2-yl, 1-benzofuran-2-yl, 1-benzofuran-3-yl, 1-benzofuran-4-yl, 1-benzofuran-5-yl, 1-benzofuran-6-yl, 1-benzofuran-7-yl, 1-benzothiophen-2-yl, 1-benzothiophen-3-yl, 1-benzothiophen-4-yl, 1-benzothiophen-5-yl, 1-benzothiophen-6-yl, 1-benzothiophen-7-yl, 1,3-benzothiazol-2-yl, 1,3-benzothiazol-4-yl, 1,3-benzothiazol-5-yl, 1,3-benzothiazol-6-yl, 1,3-benzothiazol-7-yl, 1,3-benzoxazol-2-yl, 1,3-benzoxazol-4-yl, 1,3-benzoxazol-5-yl, 1,3-benzoxazol-6-yl, 1,3-benzoxazol-7-yl, quinolin-2-yl, quinolin-3-yl, quinolin-4-yl, quinolin-5-yl, quinolin-6-yl, quinolin-7-yl, quinolin-8-yl, isoquinolin-1-yl, isoquinolin-3-yl, isoquinolin-4-yl, isoquinolin-5-yl, isoquinolin-6-yl, isoquinolin-7-yl or isoquinolin-8-yl, which is substituted by a substituent, either on a carbon by Z 6  or on a nitrogen by Z 7 , and additionally optionally bears a further substituent selected from the following list:
 substituents on carbon: fluorine, chlorine, bromine, iodine, methyl, methoxy, 
 substituents on nitrogen: methyl, ethyl, n-propyl, —C(═O)H, methylcarbonyl, trifluoromethylcarbonyl, chloromethylcarbonyl, methylsulphonyl, trifluoromethylsulphonyl, phenylsulphonyl, phenyl or 2-propynyl. 
   
     
     
         7 . The compound of formula (I) and/or salt, metal complex and/or an N-oxide thereof according to  claim 1 , wherein the radical definitions are each as follows:
 A is 5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl, 5-chloro-2-methylphenyl or 2,5-bis(difluoromethyl)phenyl,   L 1  is —CH 2 — or —NH—,   L 2  is a direct bond,   Y is oxygen,   X is carbon,   p is 0,   G is G 1 ,   R G1  is hydrogen,   Q is Q 24 -3,   R 2  is hydrogen,   R 5  is hydrogen,   R 1  is 3-formylphenyl, 2-formylphenyl or 2-[(methylsulphonyl)amino]phenyl.   
     
     
         8 . A compound of formula (VII) 
       
         
           
           
               
               
           
         
         and/or a salt, metal complex and/or N-oxides thereof, wherein 
         A is phenyl which may contain up to five substituents, 
         where the substituents are each independently selected from Z A-1 , 
         or 
         A is an optionally benzofused, unsubstituted or substituted 5- or 6-membered heteroaryl optionally comprising no more than four substituents, where the substituents on carbon are each independently selected from Z A-2  and the substituents on nitrogen are each independently selected from Z A-3 , 
         Z A-1  are the same or different and are each independently hydrogen, halogen, hydroxyl, thioxyl, nitro, cyano, —C(═O)H, —C(═O)OH, alkyl, alkenyl, alkenyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, cycloalkenyl, halocycloalkyl, halocycloalkenyl, hydroxyalkyl, cyanoalkyl, formylalkyl, alkoxyalkyl, haloalkoxyalkyl, cycloalkoxyalkyl, alkynyloxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, dialkylaminoalkyl, alkylcarbonylalkyl, alkylsulphonylalkyl, alkylcycloalkyl, alkylcycloalkenyl, alkoxy, alkylcycloalkylalkyl, halocycloalkoxy, alkylthio, haloalkylthio, cycloalkylthio, alkynylthio, alkenyloxy, alkynyloxy, haloalkoxy, haloalkenyloxy, haloalkynyloxy, cycloalkoxy, alkoxyalkoxy, cycloalkylalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, cycloalkylamino, alkylcarbonylamino, cycloalkylcarbonylamino, alkoxycarbonylamino, alkylsulphonylamino, haloalkylsulphonylamino, phenylsulphonylamino, cycloalkylalkyl, halocycloalkylalkyl, cycloalkylcycloalkyl, alkoxyalkoxyalkyl, alkylaminocarbonyloxy, alkylcarbonylalkoxy, cycloalkylaminocarbonyl, cycloalkylalkoxycarbonyl, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, trialkylsilyl, —SF, phenyl, —C(═O)NR 3 R 4  or —NR 3 R 4 , 
         Z A-2  and R G1  are the same or different and are each independently hydrogen, halogen, hydroxyl, thioxyl, nitro, cyano, —C(═O)H, —C(═O)OH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, hydroxyalkyl, formylalkyl, alkoxyalkyl, alkylcarbonylalkyl, alkylcycloalkyl, alkoxy, alkylcycloalkylalkyl, alkylthio, haloalkylthio, alkynylthio, alkenyloxy, alkynyloxy, haloalkoxy, alkoxyalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonylamino, alkylsulphonylamino, halo alkylsulphonylamino, phenylsulphonylamino, cycloalkylalkyl, halocycloalkylalkyl, cycloalkylcycloalkyl, alkoxycarbonyloxy, alkylcarbonylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyloxy, —C(═O)NR 3 R 4  or —NR 3 R 4 , 
         Z A-3 , R G2  and Z 2  are the same or different and are each independently hydrogen, —C(═O)H, —C(═O)NR 3 R 4 , alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, phenylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, phenyl or benzyl, 
         R 3  and R 4  are the same or different and are each independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, benzyl or phenyl, 
         L 1  is NR L12  or C(R L11 ) 2 , 
         R L11  is the same or different and is independently hydrogen, halogen, hydroxyl, cyano, —C(═O)H, —C(═O)OH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, alkoxyalkyl, alkylthioalkyl, alkylaminoalkyl, dialkylaminoalkyl, alkoxy, alkylthio, haloalkylthio, haloalkoxy, alkylcarbonyloxy, alkylcarbonylamino, alkylcarbonylthio, alkylsulphonyl, haloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, trialkylsilyloxy, —NR 3 R 4  or —C(═O)NR 3 R 4 ,
 or the two R L11  radicals, together with the carbon atom to which they are bonded, form a cyclopropyl ring, or 
 the two R L11  radicals are ═CH 2 , ═COR 3 , ═NOR 3  or ═CHN(R 7 ) 2 , 
 
         R L12  is hydrogen, —C(═O)H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkylaminocarbonyl, haloalkylaminocarbonyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, phenyl or benzyl, 
         R 7  is alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, benzyl or phenyl, 
         Y is sulphur or oxygen, 
         X is carbon or nitrogen, 
         R 2  is hydrogen, alkyl, alkenyl, haloalkyl, alkoxy, halogen, cyano or hydroxyl, R 10  is oxo, alkyl, alkenyl, haloalkyl, alkoxy, halogen, cyano or hydroxyl, 
         p is 0, 1 or 2, 
         G is 5-membered heteroaryl which is substituted by Q and may otherwise be unsubstituted or substituted, where the substituents on carbon are each independently selected from R G1  and the substituents on nitrogen are each independently selected from R G2 , 
         Q is saturated or partly or fully unsaturated 5-membered heterocyclyl which is substituted by L 2 -R 1  and may otherwise be unsubstituted or substituted, where the substituents are each independently selected from R 5 , 
         R 5  is the same or different and is independently:
 bonded to carbon of the 5-membered heterocyclyl of Q: 
 hydrogen, oxo, halogen, cyano, hydroxyl, nitro, —CHO, —C(═O)OH, —C(═O)NH 2 , —C(═O)NR 3 R 4 , —NR 3 R 4 , alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkylcycloalkyl, halocycloalkylalkyl, alkylcycloalkylalkyl, cycloalkenyl, halocycloalkenyl, alkoxyalkyl, haloalkoxyalkyl, cycloalkoxyalkyl, alkoxyalkoxyalkyl, alkylthioalkyl, formylalkyl, alkylcarbonylalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkylaminoalkyl, dialkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, cycloalkylaminocarbonyl, hydroxyalkyl, alkoxy, haloalkoxy, cycloalkoxy, halocycloalkoxy, cycloalkylalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkoxyalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, alkylcarbonylalkoxy, alkylthio, haloalkylthio, cycloalkylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, trialkylsilyl, alkylsulphonylamino, haloalkylsulphonylamino, 
 bonded to nitrogen of the 5-membered heterocyclyl of Q: 
 hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, phenyl, benzyl, alkylsulphonyl, —C(═O)H, alkoxycarbonyl or alkylcarbonyl, 
 
         L 2  is a direct bond, O, C(═O), S(O) m , CHR 20  or NR 21 , 
         m is 0, 1 or 2, 
         R 20  is hydrogen, alkyl or haloalkyl, 
         R 21  is hydrogen, alkyl, haloalkyl, cycloalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl or haloalkoxycarbonyl, 
         R 1  is phenyl which is substituted once by a Z 4  substituent and may additionally optionally have further substitution, where these additional substituents are each independently selected from Z 4  and Z 1 , 
         or 
         R 1  is naphthyl, dihydronaphthalenyl, tetrahydronaphthalenyl, hexahydronaphthalenyl, octahydronaphthalenyl or indenyl which is substituted once by a Z 5  substituent and may additionally optionally comprise further substitution, where additional substituents are each independently selected from Z 5  and Z 1 , 
         or 
         R 1  is an optionally benzofused, substituted 5- or 6-membered heteroaryl which is substituted once by a substituent, either on a carbon by Z 6  or on a nitrogen by Z 7 , and may additionally optionally have further substitution, where additional substituents on carbon are each independently selected from Z 1  and Z 6 , and the additional substituents on nitrogen are each independently selected from Z 2  and Z 7 , 
         Z 1  is hydrogen, halogen, hydroxyl, nitro, cyano, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkoxy, alkoxyalkyl, hydroxyalkyl, haloalkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcycloalkyl, cycloalkoxyalkyl, cycloalkylamino, alkylthio, haloalkylthio, cycloalkylthio, cycloalkylalkyl, alkylcarbonyloxy, alkylcarbonylamino, haloalkylcarbonylamino, alkylcarbonylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyloxy, haloalkylsulphonyloxy, alkylcycloalkylalkyl, —C(═O)NR 3 R 4 , —NR 3 R 4 , or -L 3 Z 3 , 
         L 3  is a direct bond, —CH 2 —, —C(═O)—, sulphur, oxygen, —C(═O)O—, —C(═O)NH—, —OC(═O)— or —NHC(═O)—, 
         Z 3  is a phenyl radical, naphthalenyl radical or a 5- or 6-membered heteroaryl radical, each of which may contain 0, 1, 2 or 3 substituents, where the substituents are each independently selected from the following list:
 substituents on carbon: halogen, cyano, nitro, hydroxyl, amino, —SH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkoxyalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, alkoxy, haloalkoxy, cycloalkoxy, halocycloalkoxy, alkenyloxy, alkynyloxy, alkoxyalkoxy, alkylamino, dialkylamino, alkylthio, haloalkylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, trisilylalkyl or phenyl, 
 substituents on nitrogen: hydrogen, —C(═O)H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, phenylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, —C(═O)NR 3 R 4 , phenyl or benzyl, 
 
         Z 4  is SH, C(═O)H, C 7 -C 8 -cycloalkyl, C 7 -C 8 -halocycloalkyl, cycloalkylcycloalkyl, halocycloalkylalkyl, cycloalkenyl, halocycloalkenyl, C 4 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 3 -alkoxy-C 2 -C 4 -alkyl, alkoxyalkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkylaminoalkyl, dialkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, C 4 -C 6 -alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, cycloalkylaminocarbonyl, haloalkoxyalkyl, C 5 -C 6 -hydroxyalkyl, C 5 -C 6 -alkoxy, C 5 -C 6 -haloalkoxy, cycloalkoxy, halocycloalkoxy, cycloalkylalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkoxyalkoxy, cyanoalkoxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, alkylcarbonylalkoxy, C 5 -C 6 -alkylthio, C 5 -C 6 -haloalkylthio, C 5 -C 6 -alkylsulphinyl, C 5 -C 6 -haloalkylsulphinyl, C 5 -C 6 -alkylsulphonyl, C 5 -C 6 -haloalkylsulphonyl, cycloalkylsulphonyl, tri(C 3 -C 4 -alkyl)silyl, alkylsulphonylamino or haloalkylsulphonylamino, 
         Z 5  is tri(C 2 -C 4 -alkyl)silyl, benzyl, phenyl, SH, C 5 -C 6 -alkoxy, C 5 -C 6 -haloalkoxy, C 2 -C 6 -alkenyloxy, C 2 -C 6 -alkynyloxy, C 5 -C 6 -alkylthio or C 5 -C 6 -haloalkylthio, 
         Z 6  is SH, cycloalkylcycloalkyl or tri(C 3 -C 4 -alkyl)silyl, 
         Z 7  is alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkylcycloalkyl, alkylsulphonyl, C(═O)H, benzyl or phenyl, 
         and W 13  is a leaving group. 
       
     
     
         9 . A compound of formula (XVIId) 
       
         
           
           
               
               
           
         
         and/or a salt, metal complex and/or N-oxide thereof, in which wherein the symbol W 6  is acetyl, C 1 -C 4  alkoxycarbonyl, benzyl or benzyloxycarbonyl and 
         A is phenyl which may contain up to five substituents, 
         where the substituents are each independently selected from Z A-1 , 
         or 
         A is an optionally benzofused, unsubstituted or substituted 5- or 6-membered heteroaryl optionally comprising no more than four substituents, where the substituents on carbon are each independently selected from Z A-2  and the substituents on nitrogen are each independently selected from Z A-3 , 
         Z A-1  are the same or different and are each independently hydrogen, halogen, hydroxyl, thioxyl, nitro, cyano, —C(═O)H, —C(═O)OH, alkyl, alkenyl, alkenyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, cycloalkenyl, halocycloalkyl, halocycloalkenyl, hydroxyalkyl, cyanoalkyl, formylalkyl, alkoxyalkyl, haloalkoxyalkyl, cycloalkoxyalkyl, alkynyloxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, dialkylaminoalkyl, alkylcarbonylalkyl, alkylsulphonylalkyl, alkylcycloalkyl, alkylcycloalkenyl, alkoxy, alkylcycloalkylalkyl, halocycloalkoxy, alkylthio, haloalkylthio, cycloalkylthio, alkynylthio, alkenyloxy, alkynyloxy, haloalkoxy, haloalkenyloxy, haloalkynyloxy, cycloalkoxy, alkoxyalkoxy, cycloalkylalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, cycloalkylamino, alkylcarbonylamino, cycloalkylcarbonylamino, alkoxycarbonylamino, alkylsulphonylamino, haloalkylsulphonylamino, phenylsulphonylamino, cycloalkylalkyl, halocycloalkylalkyl, cycloalkylcycloalkyl, alkoxyalkoxyalkyl, alkylaminocarbonyloxy, alkylcarbonylalkoxy, cycloalkylaminocarbonyl, cycloalkylalkoxycarbonyl, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, trialkylsilyl, —SF 5 , phenyl, —C(═O)NR 3 R 4  or —NR 3 R 4 , 
         Z A-2  and R G1  are the same or different and are each independently hydrogen, halogen, hydroxyl, thioxyl, nitro, cyano, —C(═O)H, —C(═O)OH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, hydroxyalkyl, formylalkyl, alkoxyalkyl, alkylcarbonylalkyl, alkylcycloalkyl, alkoxy, alkylcycloalkylalkyl, alkylthio, haloalkylthio, alkynylthio, alkenyloxy, alkynyloxy, haloalkoxy, alkoxyalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonylamino, alkylsulphonylamino, halo alkylsulphonylamino, phenylsulphonylamino, cycloalkylalkyl, halocycloalkylalkyl, cycloalkylcycloalkyl, alkoxycarbonyloxy, alkylcarbonylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyloxy, —C(═O)NR 3 R 4  or —NR 3 R 4 , 
         Z A-3 , R G2  and Z 2  are the same or different and are each independently hydrogen, —C(═O)H, —C(═O)NR 3 R 4 , alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, phenylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, phenyl or benzyl, 
         R 3  and R 4  are the same or different and are each independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, benzyl or phenyl, 
         L 1  is NR L12  or C(R L11 ) 2 , 
         R L11  is the same or different and is independently hydrogen, halogen, hydroxyl, cyano, —C(═O)H, —C(═O)OH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, alkoxyalkyl, alkylthioalkyl, alkylaminoalkyl, dialkylaminoalkyl, alkoxy, alkylthio, haloalkylthio, haloalkoxy, alkylcarbonyloxy, alkylcarbonylamino, alkylcarbonylthio, alkylsulphonyl, haloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, trialkylsilyloxy, —NR 3 R 4  or —C(═O)NR 3 R 4 ,
 or the two R L11  radicals, together with the carbon atom to which they are bonded, form a cyclopropyl ring, or 
 the two R L11  radicals are ═CH 2 , ═COR 3 , ═NOR 3  or ═CHN(R 7 ) 2 , 
 
         R L12  is hydrogen, —C(═O)H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkylaminocarbonyl, haloalkylaminocarbonyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, phenyl or benzyl, 
         R 7  is alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, benzyl or phenyl, 
         Y is sulphur or oxygen, 
         X is carbon or nitrogen, 
         R 2  is hydrogen, alkyl, alkenyl, haloalkyl, alkoxy, halogen, cyano or hydroxyl, 
         R 10  is oxo, alkyl, alkenyl, haloalkyl, alkoxy, halogen, cyano or hydroxyl, 
         p is 0, 1 or 2, 
         G is 5-membered heteroaryl which is substituted by Q and may otherwise be unsubstituted or substituted, where the substituents on carbon are each independently selected from R G1  and the substituents on nitrogen are each independently selected from R G2 , 
         Q is saturated or partly or fully unsaturated 5-membered heterocyclyl which is substituted by L 2 -R 1  and may otherwise be unsubstituted or substituted, where the substituents are each independently selected from R 5 , 
         R 5  is the same or different and is independently:
 bonded to carbon of the 5-membered heterocyclyl of Q: 
 hydrogen, oxo, halogen, cyano, hydroxyl, nitro, —CHO, —C(═O)OH, —C(═O)NH 2 , —C(═O)NR 3 R 4 , —NR 3 R 4 , alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkylcycloalkyl, halocycloalkylalkyl, alkylcycloalkylalkyl, cycloalkenyl, halocycloalkenyl, alkoxyalkyl, haloalkoxyalkyl, cycloalkoxyalkyl, alkoxyalkoxyalkyl, alkylthioalkyl, formylalkyl, alkylcarbonylalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkylaminoalkyl, dialkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, cycloalkylaminocarbonyl, hydroxyalkyl, alkoxy, haloalkoxy, cycloalkoxy, halocycloalkoxy, cycloalkylalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkoxyalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, alkylcarbonylalkoxy, alkylthio, haloalkylthio, cycloalkylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, trialkylsilyl, alkylsulphonylamino, haloalkylsulphonylamino, 
 bonded to nitrogen of the 5-membered heterocyclyl of Q: 
 hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, phenyl, benzyl, alkylsulphonyl, —C(═O)H, alkoxycarbonyl or alkylcarbonyl, 
 
         L 2  is a direct bond, O, C(═O), S(O) m , CHR 20  or NR 21 , 
         m is 0, 1 or 2, 
         R 20  is hydrogen, alkyl or haloalkyl, 
         R 21  is hydrogen, alkyl, haloalkyl, cycloalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl or haloalkoxycarbonyl, 
         R 1  is phenyl which is substituted once by a Z 4  substituent and may additionally optionally have further substitution, where these additional substituents are each independently selected from Z 4  and Z 1 , 
         or 
         R 1  is naphthyl, dihydronaphthalenyl, tetrahydronaphthalenyl, hexahydronaphthalenyl, octahydronaphthalenyl or indenyl which is substituted once by a Z 5  substituent and may additionally optionally comprise further substitution, where additional substituents are each independently selected from Z 5  and Z 1 , 
         or 
         R 1  is an optionally benzofused, substituted 5- or 6-membered heteroaryl which is substituted once by a substituent, either on a carbon by Z 6  or on a nitrogen by Z 7 , and may additionally optionally have further substitution, where additional substituents on carbon are each independently selected from Z 1  and Z 6 , and the additional substituents on nitrogen are each independently selected from Z 2  and Z 7 , 
         Z 1  is hydrogen, halogen, hydroxyl, nitro, cyano, alkyl, alkenyl, alkyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkoxy, alkoxyalkyl, hydroxyalkyl, haloalkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcycloalkyl, cycloalkoxyalkyl, cycloalkylamino, alkylthio, haloalkylthio, cycloalkylthio, cycloalkylalkyl, alkylcarbonyloxy, alkylcarbonylamino, haloalkylcarbonylamino, alkylcarbonylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyloxy, haloalkylsulphonyloxy, alkylcycloalkylalkyl, —C(═O)NR 3 R 4 , —NR 3 R 4 , or -L 3 Z 3 , 
         L 3  is a direct bond, —CH 2 —, —C(═O)—, sulphur, oxygen, —C(═O)O—, —C(═O)NH—, —OC(═O)— or —NHC(═O)—, 
         Z 3  is a phenyl radical, naphthalenyl radical or a 5- or 6-membered heteroaryl radical, each of which may contain 0, 1, 2 or 3 substituents, where the substituents are each independently selected from the following list:
 substituents on carbon: halogen, cyano, nitro, hydroxyl, amino, —SH, alkyl, alkenyl, alkyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkoxyalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, alkoxy, haloalkoxy, cycloalkoxy, halocycloalkoxy, alkenyloxy, alkynyloxy, alkoxyalkoxy, alkylamino, dialkylamino, alkylthio, haloalkylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, trisilylalkyl or phenyl, 
 substituents on nitrogen: hydrogen, —C(═O)H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, phenylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, —C(═O)NR 3 R 4 , phenyl or benzyl, 
 
         Z 4  is SH, C(═O)H, C 7 -C 8 -cycloalkyl, C 7 -C 8 -halocycloalkyl, cycloalkylcycloalkyl, halocycloalkylalkyl, cycloalkenyl, halocycloalkenyl, C 4 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 3 -alkoxy-C 2 -C 4 -alkyl, alkoxyalkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkylaminoalkyl, dialkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, C 4 -C 6 -alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, cycloalkylaminocarbonyl, haloalkoxyalkyl, C 5 -C 6 -hydroxyalkyl, C 5 -C 6 -alkoxy, C 5 -C 6 -haloalkoxy, cycloalkoxy, halocycloalkoxy, cycloalkylalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkoxyalkoxy, cyanoalkoxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, alkylcarbonylalkoxy, C 5 -C 6 -alkylthio, C 5 -C 6 -haloalkylthio, C 5 -C 6 -alkylsulphinyl, C 5 -C 6 -haloalkylsulphinyl, C 5 -C 6 -alkylsulphonyl, C 5 -C 6 -haloalkylsulphonyl, cycloalkylsulphonyl, alkylsulphonylamino or haloalkylsulphonylamino, 
         Z 5  is tri(C 7 -C 4 -alkyl)silyl, benzyl, phenyl, SH, C 5 -C 6 -alkoxy, C 5 -C 6 -haloalkoxy, C 2 -C 6 -alkenyloxy, C 2 -C 6 -alkynyloxy, C 5 -C 6 -alkylthio or C 5 -C 6 -haloalkylthio, 
         Z 6  is SH, cycloalkylcycloalkyl or tri(C 3 -C 4 -alkyl)silyl, 
         Z 7  is alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkylcycloalkyl, alkylsulphonyl, C(═O)H, benzyl or phenyl. 
       
     
     
         10 . A compound of formula (XIIIa) 
       
         
           
           
               
               
           
         
         and/or a salt, metal complex and/or N-oxide thereof, wherein
 A is phenyl which may contain up to five substituents, 
 where the substituents are each independently selected from Z A-1 , 
 or 
 A is an optionally benzofused, unsubstituted or substituted 5- or 6-membered heteroaryl optionally comprising no more than four substituents, where the substituents on carbon are each independently selected from Z A-2  and the substituents on nitrogen are each independently selected from Z A-3 , 
 Z A-1  are the same or different and are each independently hydrogen, halogen, hydroxyl, thioxyl, nitro, cyano, —C(═O)H, —C(═O)OH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, cycloalkenyl, halocycloalkyl, halocycloalkenyl, hydroxyalkyl, cyanoalkyl, formylalkyl, alkoxyalkyl, haloalkoxyalkyl, cycloalkoxyalkyl, alkynyloxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, dialkylaminoalkyl, alkylcarbonylalkyl, alkylsulphonylalkyl, alkylcycloalkyl, alkylcycloalkenyl, alkoxy, alkylcycloalkylalkyl, halocycloalkoxy, alkylthio, haloalkylthio, cycloalkylthio, alkynylthio, alkenyloxy, alkynyloxy, haloalkoxy, haloalkenyloxy, haloalkynyloxy, cycloalkoxy, alkoxyalkoxy, cycloalkylalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, cycloalkylamino, alkylcarbonylamino, cycloalkylcarbonylamino, alkoxycarbonylamino, alkylsulphonylamino, haloalkylsulphonylamino, phenylsulphonylamino, cycloalkylalkyl, halocycloalkylalkyl, cycloalkylcycloalkyl, alkoxyalkoxyalkyl, alkylaminocarbonyloxy, alkylcarbonylalkoxy, cycloalkylaminocarbonyl, cycloalkylalkoxycarbonyl, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, trialkylsilyl, —SF 5 , phenyl, —C(═O)NR 3 R 4  or —NR 3 R 4 , 
 Z A-2  and R G1  are the same or different and are each independently hydrogen, halogen, hydroxyl, thioxyl, nitro, cyano, —C(═O)H, —C(═O)OH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, hydroxyalkyl, formylalkyl, alkoxyalkyl, alkylcarbonylalkyl, alkylcycloalkyl, alkoxy, alkylcycloalkylalkyl, alkylthio, haloalkylthio, alkynylthio, alkenyloxy, alkynyloxy, haloalkoxy, alkoxyalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonylamino, alkylsulphonylamino, halo alkylsulphonylamino, phenylsulphonylamino, cycloalkylalkyl, halocycloalkylalkyl, cycloalkylcycloalkyl, alkoxycarbonyloxy, alkylcarbonylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyloxy, —C(═O)NR 3 R 4  or —NR 3 R 4 , 
 Z A-3 , R G2  and Z 2  are the same or different and are each independently hydrogen, —C(═O)H, —C(═O)NR 3 R 4 , alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, phenylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, phenyl or benzyl, 
 R 3  and R 4  are the same or different and are each independently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, benzyl or phenyl, 
 L 1  is NR L12  or C(R L11 ) 2 , 
 R L11  is the same or different and is independently hydrogen, halogen, hydroxyl, cyano, —C(═O)H, —C(═O)OH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, alkoxyalkyl, alkylthioalkyl, alkylaminoalkyl, dialkylaminoalkyl, alkoxy, alkylthio, haloalkylthio, haloalkoxy, alkylcarbonyloxy, alkylcarbonylamino, alkylcarbonylthio, alkylsulphonyl, haloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, trialkylsilyloxy, —NR 3 R 4  or —C(═O)NR 3 R 4 ,
 or the two R L11  radicals, together with the carbon atom to which they are bonded, form a cyclopropyl ring, or 
 the two R L11  radicals are ═CH 2 , ═COR 3 , ═NOR 3  or ═CHN(R 7 ) 2 , 
 
 R L12  is hydrogen, —C(═O)H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkylaminocarbonyl, haloalkylaminocarbonyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, phenyl or benzyl, 
 R 7  is alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, benzyl or phenyl, 
 Y is sulphur or oxygen, 
 X is carbon or nitrogen, 
 R 2  is hydrogen, alkyl, alkenyl, haloalkyl, alkoxy, halogen, cyano or hydroxyl, 
 R 10  is oxo, alkyl, alkenyl, haloalkyl, alkoxy, halogen, cyano or hydroxyl, 
 p is 0, 1 or 2, 
 G is 5-membered heteroaryl which is substituted by Q and may otherwise be unsubstituted or substituted, where the substituents on carbon are each independently selected from R G1  and the substituents on nitrogen are each independently selected from R G2 , 
 Q is saturated or partly or fully unsaturated 5-membered heterocyclyl which is substituted by L 2 -R 1  and may otherwise be unsubstituted or substituted, where the substituents are each independently selected from R 5 , 
 R 5  is the same or different and is independently:
 bonded to carbon of the 5-membered heterocyclyl of Q: 
 hydrogen, oxo, halogen, cyano, hydroxyl, nitro, —CHO, —C(═O)OH, —C(═O)NH 2 , C(═O)NR 3 R 4 , —NR 3 R 4 , alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkylcycloalkyl, halocycloalkylalkyl, alkylcycloalkylalkyl, cycloalkenyl, halocycloalkenyl, alkoxyalkyl, haloalkoxyalkyl, cycloalkoxyalkyl, alkoxyalkoxyalkyl, alkylthioalkyl, formylalkyl, alkylcarbonylalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkylaminoalkyl, dialkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, cycloalkylaminocarbonyl, hydroxyalkyl, alkoxy, haloalkoxy, cycloalkoxy, halocycloalkoxy, cycloalkylalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkoxyalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, alkylcarbonylalkoxy, alkylthio, haloalkylthio, cycloalkylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, trialkylsilyl, alkylsulphonylamino, haloalkylsulphonylamino, 
 bonded to nitrogen of the 5-membered heterocyclyl of Q: 
 hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, phenyl, benzyl, alkylsulphonyl, —C(═O)H, alkoxycarbonyl or alkylcarbonyl, 
 
 L 2  is a direct bond, O, C(═O), S(O) m , CHR 20  or NR 21 , 
 m is 0, 1 or 2, 
 R 20  is hydrogen, alkyl or haloalkyl, 
 R 21  is hydrogen, alkyl, haloalkyl, cycloalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl or haloalkoxycarbonyl, 
 R 1  is phenyl which is substituted once by a Z 4  substituent and may additionally optionally have further substitution, where these additional substituents are each independently selected from Z 4  and Z 1 , 
 or 
 R 1  is naphthyl, dihydronaphthalenyl, tetrahydronaphthalenyl, hexahydronaphthalenyl, octahydronaphthalenyl or indenyl which is substituted once by a Z 5  substituent and may additionally optionally comprise further substitution, where additional substituents are each independently selected from Z 5  and Z 1 , 
 or 
 R 1  is an optionally benzofused, substituted 5- or 6-membered heteroaryl which is substituted once by a substituent, either on a carbon by Z 6  or on a nitrogen by Z 7 , and may additionally optionally have further substitution, where additional substituents on carbon are each independently selected from Z 1  and Z 6 , and the additional substituents on nitrogen are each independently selected from Z 2  and Z 7 , 
 Z 1  is hydrogen, halogen, hydroxyl, nitro, cyano, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkoxy, alkoxyalkyl, hydroxyalkyl, haloalkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcycloalkyl, cycloalkoxyalkyl, cycloalkylamino, alkylthio, haloalkylthio, cycloalkylthio, cycloalkylalkyl, alkylcarbonyloxy, alkylcarbonylamino, haloalkylcarbonylamino, alkylcarbonylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyloxy, haloalkylsulphonyloxy, alkylcycloalkylalkyl, —C(═O)NR 3 R 4 , —NR 3 R 4 , or -L 3 Z 3 , 
 L 3  is a direct bond, —CH 2 —, —C(═O)—, sulphur, oxygen, —C(═O)O—, —C(═O)NH—, —OC(═O)— or —NHC(═O)—, 
 Z 3  is a phenyl radical, naphthalenyl radical or a 5- or 6-membered heteroaryl radical, each of which may contain 0, 1, 2 or 3 substituents, where the substituents are each independently selected from the following list:
 substituents on carbon: halogen, cyano, nitro, hydroxyl, amino, —SH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkoxyalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, alkoxy, haloalkoxy, cycloalkoxy, halocycloalkoxy, alkenyloxy, alkynyloxy, alkoxyalkoxy, alkylamino, dialkylamino, alkylthio, haloalkylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, trisilylalkyl or phenyl, 
 substituents on nitrogen: hydrogen, —C(═O)H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl, phenylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, —C(═O)NR 3 R 4 , phenyl or benzyl, 
 
 Z 4  is SH, C(═O)H, C 7 -C 8 -cycloalkyl, C 7 -C 8 -halocycloalkyl, cycloalkylcycloalkyl, halocycloalkylalkyl, cycloalkenyl, halocycloalkenyl, C 4 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 3 -alkoxy-C 2 -C 4 -alkyl, alkoxyalkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkylaminoalkyl, dialkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl, C 4 -C 6 -alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, cycloalkylaminocarbonyl, haloalkoxyalkyl, C 5 -C 6 -hydroxyalkyl, C 5 -C 6 -alkoxy, C 5 -C 6 -haloalkoxy, cycloalkoxy, halocycloalkoxy, cycloalkylalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkoxyalkoxy, cyanoalkoxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy, alkylcarbonylalkoxy, C 5 -C 6 -alkylthio, C 5 -C 6 -haloalkylthio, C 5 -C 6 -alkylsulphinyl, C 5 -C 6 -haloalkylsulphinyl, C 5 -C 6 -alkylsulphonyl, C 5 -C 6 -haloalkylsulphonyl, cycloalkylsulphonyl, tri(C 3 -C 4 -alkyl)silyl, alkylsulphonylamino or haloalkylsulphonylamino, 
 Z 5  is tri(C 7 -C 4 -alkyl)silyl, benzyl, phenyl, SH, C 5 -C 6 -alkoxy, C 5 -C 6 -haloalkoxy, C 2 -C 6 -alkenyloxy, C 2 -C 6 -alkynyloxy, C 5 -C 6 -alkylthio or C 5 -C 6 -haloalkylthio, 
 Z 6  is SH, cycloalkylcycloalkyl or tri(C 3 -C 4 -alkyl)silyl, 
 Z 7  is alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkylcycloalkyl, alkylsulphonyl, C(═O)H, benzyl or phenyl. 
 
       
     
     
         11 . A method for controlling phytopathogenic harmful fungi, comprising applying a compound according to  claim 1  to the phytopathogenic harmful fungi and/or a habitat thereof. 
     
     
         12 . A composition for controlling phytopathogenic harmful fungi, comprising at least one compound according to  claim 1 , in addition to and one or more extenders and/or surfactants. 
     
     
         13 . The compound according to  claim 1 , capable of being used for controlling phytopathogenic harmful fungi. 
     
     
         14 . A process for producing compositions for controlling phytopathogenic harmful fungi, comprising mixing a compound of according to  claim 1 , with one or more extenders and/or surfactants. 
     
     
         15 . The compound according to  claim 1 , capable of being used for treatment of transgenic plants.