主权项 |
1. A process for hydrogenation of ketones having at least a carbon-carbon double bond in the γ,δ-position to the keto group by hydrogen in the presence of at least one chiral iridium complex of formula (I) wherein n is 1 or 2; X1 and X2 are independently from each other hydrogen atoms, C1-4-alkyl, C5-7-cycloalkyl, adamantyl, phenyl (optionally substituted with one to three C1-5-alkyl, C1-4-alkoxy, C1-4-perfluoroalkyl groups and/or one to five halogen atoms)), benzyl, 1-naphthyl, 2-naphthyl, 2-furyl or ferrocenyl; Z1 and Z2 are independently from each other hydrogen atoms, C1-5-alkyl or C1-5-alkoxy groups; Y is an anion selected from the group consisting of halide, PF6−, SbF6−, tetra(3,5-bis(trifluoromethyl)phenyl)borate(BArF−), BF4−, perfluorinated sulfonates, preferably F3C—SO3− or F9C4—SO3−; ClO4−, Al(OC6F5)4−, Al(OC(CF3)3)4−, N(SO2CF3)2−N(SO2C4F9)2− and B(C6F5)4−; R1 represents a group of formula (II) or (III) or (IV): wherein R2 and R3 represent either both H or an C1-C4-alkyl group or represent a divalent group forming together a 6-membered cycloaliphatic or an aromatic ring which optionally is substituted by halogens atoms or by C1-C4-alkyl groups or by C1-C4-alkoxy groups; R4 and R5 represent a divalent group forming together a 6-membered cycloaliphatic or an aromatic ring which optionally is substituted by halogens atoms or by C1-C4-alkyl groups or by C1-C4-alkoxy groups; R6 and R7 and R8 represent each a C1-C4-alkyl group; R9 and R10 represent a divalent group forming together a 6-membered cycloaliphatic or an aromatic ring which optionally is substituted by halogens atoms or by C1-C4-alkyl groups or by C1-C4-alkoxy groups; and wherein * represents the chiral centre of the catalyst of formula (I); and the dotted line represents the bond by which formula (II) or (III) or (IV) is bound to the rest of formula (I). |