Patent ID: 7102045

Claim:
A process for carrying out CC coupling reactions comprising coupling substrates in a reaction solvent in the presence of a heterogeneous palladium catalyst, having a support, and a base under conditions suitable for the coupling reaction and palladium detachment into the reaction solvent and after the reaction is completed, separating off the Pd employed from the reaction solvent under conditions suitable for redeposition of the solvent Pd on the support, wherein the palladium catalyst is selected from those having a noble metal loading of 0.1 to 30% wt Pd, the catalyst support is selected from black carbon, active charcoal, wood charcoal or graphite and the substrate has one of the following formulas: wherein 1) in formula I, X denotes Cl, Br, I, OTf, N 2 + , COCl, COOCOR, where R is alkyl(C 1 –C 12 ), or aryl, and R 1 –R 5 denote hydrogen, alkyl(C 1 –C 12 ), aryl, F, Cl, Br, I, CN, CF 3 , CHO, COalkyl(C 1 –C 8 ), COOH, NH 2 , NHalkyl(C 1 –C 8 ), N(alkyl(C 1 –C 8 )) 2 , NO 2 , NO, COOalkyl(C 1 –C 8 ), CONHalkyl(C 1 –C 8 ), OH, Oalkyl(C 1 –C 8 ), Oaryl, OCOalkyl(C 1 –C 8 ), OCOphenyl, alkenyl, alkynyl, Si(alkyl(C 1 –C 8 )) 3 , wherein R 5 and R 4 or R 4 and R 3 or R 3 and R 2 or R 2 and R 1 can also be part of a fused aromatic or non-aromatic system, 2) in formula II, X denotes Cl, Br, I, OTf, OAc, and R 6 to R 8 in (II) denote hydrogen, alkyl(C 1 –C 12 ), aryl, F, Cl, CN, CF 3 , CHO, COalkyl(C 1 –C 8 ), COOH, NO 2 , NO, COOalkyl(C 1 –C 8 ), COOphenyl, CONHalkyl(C 1 –C 8 ), Oalkyl(C 1 –C 8 ), Oaryl, OCOalkyl(C 1 –C 8 ), OCOphenyl, alkenyl, alkynyl, 3) in formula III, R 9 R 11 denote hydrogen, alkyl(C 1 –C 12 ), aryl, F, Cl, CN, CF 3 , CHO, COalkyl(C 1 –C 8 ), COOH, NO 2 , NO, COOalkyl(C 1 –C 8 ), COOphenyl, CONHalkyl(C 1 –C 8 ), Oalkyl(C 1 –C 8 ), Oaryl, OCOalkyl(C 1 –C 8 ), OCOphenyl, alkenyl, alkynyl, and 4) in formula IV, X denotes OM, where M is a monovalent cation, and R 12 to R 16 denote hydrogen, alkyl(C 1 –C 12 ), aryl, F, Cl, Br, I, CN, CF 3 , CHO, COalkyl(C 1 –C 8 ), COOH, NH 2 , NHalkyl(C 1 –C 8 ), N(alkyl(C 1 –C 8 )) 2 , NO 2 , NO, COOalkyl(C 1 –C 8 ), CONHalkyl(C 1 –C 8 ), OH, Oalkyl(C 1 –C 8 ), Oaryl, OCOalkyl(C 1 –C 8 ), OCOphenyl, alkenyl, alkynyl, Si(alkyl(C 1 –C 5 )) 3 , wherein R 16 and R 15 or R 15 and R 14 or R 14 and R 13 or R 13 and R 12 can also be part of a fused aromatic or non-aromatic system; and wherein the required base include alkali metal and alkaline earth metal hydroxides, alkali metal and alkaline earth metal carbonates, alkali metal bicarbonates, alkali metal and alkaline earth metal acetates, alkali metal and alkaline earth metal formates, alkali metal and alkaline earth metal alcoholates, primary, secondary and tertiary amines and mixtures thereof.