Bidentate phosphorus ligands and their use in catalysis

A bidenate organophosphorus compound of formula (1),

• where
• m and n may each be, independently of one another, 0 or 1 and
• R1-R2 are, independently of one another, radicals selected from the group consisting of
• C1-C24-alkyl, C3-C8-cycloalkyl in which one or two of the carbon atoms of the ring may be replaced by heteroatoms selected from the group consisting of N, O and S C2-C13-heteroaryl in which the number of heteroatoms selected from the group consisting of N, O and S may be 1-4, C6-C14-aryl, phenyl, naphthyl and fluorenyl radicals,
• where the abovementioned radicals may themselves each be substituted by, independently of one another, one or more substituents selected from the group consisting of hydrogen, C1-C20-alkyl, C2-C20-alkenyl, C1-C10-haloalkyl, C3-C8-cycloalkyl, C2-C9-heterocycloalkyl, in which the number of heteroatoms selected from the group consisting of N, O and S may be 1-4, C6-C8-aryl, phenyl, naphthyl, fluorenyl, C2-C6-heteroaryl, in which the number of heteroatoms selected from the group consisting of N, O and S may be 1-4, C1-C10-alkoxy, C1-C9-trihalomethylalkyl, halo, hydroxy, trifluoromethylsulfonato, oxo, amino, C1-C8-substituted amino of the formulae NH-alkyl-C1-C8, NH-aryl-C5-C6, N-alkyl2-C1-C8, N-aryl2-C5-C6, N-alkyl3-C1-C8+, N-aryl3-C5-C6+, NH—CO-alkyl-C1-C8, NO—CO-aryl-C5-C6, cyano, carboxylato of the formulae COOH and COOQ, where Q is either a monovalent cation or C1-C8-alkyl, C1-C6-acyloxy, sulfinato, sulfonato of the formulae SO3H and SO3Q, where Q is either a monovalent cation, C1-C8-alkyl or C6-aryl, phosphate of the formulae PO3H2, PO3HQ and PO3Q2, where Q is either a monovalent cation, C1-C8-alkyl or C6-aryl, tri-C1-C6-alkylsilyl radicals,
• where the two radicals R1 or the two radicals R2 may be bridged, where the resulting ring may be substituted by linear or branched C1-C10-alkyl, C6-aryl, benzyl, C1-C10-alkoxy, hydroxy or benzyloxy groups, and where
• R3-R10 may each be, independently of one another, a hydrogen atom or a C1-C24-alkyl, C1-C10-haloalkyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl group, where one or two carbon atoms of the cycloalkyl or cycloalkenyl may also be replaced by heteroatoms selected from the group consisting of N, O and S, C6-C14-aryl, phenyl, naphthyl, fluorenyl or C2-C13-heteroaryl group in which the number of heteroatoms selected from the group consisting of N, O and S may be 1-4,
• where the abovementioned groups may themselves each be, independently of one another, monosubstituted or polysubstituted by hydrogen, C1-C20-alkyl, C2-C20-alkenyl, C1-C10-haloalkyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C2-C9-heteroalkyl, C1-C9-heteroalkenyl, C6-C8-aryl, phenyl, naphthyl, fluorenyl, C2-C6-heteroaryl in which the number of heteroatoms, in particular from the group consisting of N, O and S may be 1-4, C1-C10-alkoxy, trifluoromethyl, fluoro, oxo, amino, C1-C8-substituted amino radicals of the formulae N-alkyl2-C1-C8, N-aryl2-C5-C6, N-alkyl3-C1-C8+, N-aryl3-C5-C6+,
• and where two of these substituents may also be connected, and where
• P is trivalent phosphorus.