Substituted 5-hydroxy-2-phenyl-3-heteroaryl pentanenitrile derivatives, method for the production thereof and use thereof as herbicides and/or plant growth regulators

A compound of the formula (I) or salt thereof,

• in which
• Q represents a mono- or bicyclic heteroaromatic radical with in total 1 to 9 carbon ring atoms, where the heteroatom or heteroatoms in the heteroaromatic ring are selected from the group consisting of N, O, S, P, B, Si, and Se,
• R1 represents hydrogen or a hydrolyzable radical,
• (R2)n represent n substituents R2, where R2 (if n=1) or each of the substituents R2 (if n is greater than 1) independently of one another represents halogen, cyano, nitro, (C1-C8)alkyl, (C1-C8)alkoxy, (C1-C8)alkylthio, (C1-C8)alkylsulfinyl, (C1-C8)alkylsulfonyl, (C1-C6)haloalkyl, (C2-C6)haloalkenyl, (C1-C6)haloalkoxy, (C1-C6)haloalkylthio, (C1-C6)haloalkylsulfinyl, (C1-C6)haloalkylsulfonyl, (C2-C6)alkenyl, (C2-C6)alkynyl, tri-[(C1-C4)alkyl]silyl or tri-[(C1-C4)alkyl]silyl-(C1-C4)alkyl,
• or in each case two R2 directly adjacent on the heteroaromatic radical Q are together a group of the formula —Z1-A*1—Z2—, in which
• A* represents an alkylene group having 1 to 4 carbon atoms which is optionally substituted by one or more radicals selected from the group consisting of halogen, (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)alkoxy and (C1-C4)haloalkoxy,
• Z1 represents a direct bond, 0 or S and
• Z2 represents a direct bond, 0 or S,
• where the group —Z1-A*-Z2— together with the atoms of the heteroaromatic radical Q bonded to this group Q form a 5- or 6-membered ring, and
• (R3)m represents m substituents R3,
• where R3 (if m=1) or each of the substituents R3 (if m is greater than 1) independently of one another represents halogen, cyano, nitro, (C1-C8)alkyl, (C1-C8)alkoxy, (C1-C8)alkylthio, (C1-C8)alkylsulfinyl, (C1-C8)alkylsulfonyl, (C1-C6)haloalkyl, (C2-C6)haloalkenyl, (C1-C6)haloalkoxy, (C1-C6)haloalkylthio, (C1-C6)haloalkylsulfinyl, (C1-C6)haloalkylsulfonyl, (C2-C6)alkenyl, (C2-C6)alkynyl, tri-[(C1-C4)alkyl]silyl, tri-[(C1-C4)alkyl]silyl-(C1-C4)alkyl or —NR*R**, where R* and R**, independently of one another and independently of any other radicals —NR*R** present, are in each case selected from the group consisting of H, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C1-C6)alkanoyl, [(C1-C4)haloalkyl]carbonyl, [(C1-C4)alkoxy]carbonyl, [(C1-C4)haloalkoxy]carbonyl, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C1-C4)alkyl, (C3-C6)cycloalkenyl, (C3-C6)cycloalkenyl-(C1-C4)alkyl, phenyl and phenyl-(C1-C4)alkyl, where each of the specified radicals (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C1-C4)alkyl, (C3-C6)cycloalkenyl, (C3-C6)cycloalkenyl-(C1-C4)alkyl, phenyl and phenyl-(C1-C4)alkyl is substituted in the cycle optionally by one or more identical or different radicals Rbb, where
• Rbb in each case represents halogen, (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)alkoxy or (C1-C4)haloalkoxy and, in the case of (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C1-C4)alkyl, (C3-C6)cycloalkenyl, (C3-C6)cycloalkenyl-(C1-C4)alkyl, Rbb may additionally represent oxo, or
• NR*R** represents a 3- to 8-membered heterocycle which, in addition to this nitrogen atom, optionally contains one or two further ring heteroatoms selected from the group consisting of N, O and S and which is unsubstituted or substituted by one or more radicals selected from the group consisting of (C1-C4)alkyl, (C1-C4)haloalkyl and oxo,
• or where in each case two groups R3 directly adjacent on the ring together represent a group of the formula —Z3-A**-Z4—, in which
• A** represents an alkylene group having 1 to 4 carbon atoms which is optionally substituted by one or more radicals selected from the group consisting of halogen, (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)alkoxy and (C1-C4)haloalkoxy,
• Z3 represents a direct bond, O or S and
• Z4 represents a direct bond, 0 or S,
• where the group —Z3-A**-Z4 together with the carbon atoms, bonded to this group, of the phenyl ring form a 5- or 6-membered ring,
• n represents 0, or an integer in the range from 1 to 5, and
• m represents 0, 1, 2, 3, 4 or 5.