Application of palladium ferrocenyl amine sulfide complexes in the hydrogenation of carbon-carbon double and triple bonds

Abstract

Palladium ferrocenyl amine sulfide complexes RC5H4FeC5H3[CHR′NMe 2][SR″][PdCl2] (RH, R′H, R″Me (1),4-tolyl (2); R′Me, R″Me (3), 4-tolyl (4); RSR″, R′H, R″Me (5), 4-tolyl (6); R′Me, R″Me (7), 4-tolyl (8) have been used as catalysts for the hydrogenation of double and triple bonds conjugated to functional groups and aromatic systems. When acetone, tetrahydrofuran (THF) or chloroform was used as the solvent, only carbon-carbon bonds were hydrogenated, while in the presence of methanol hydrogenation of functional groups was also observed. A correlation between functional groups and their ability to activate α,β double bonds is presented. The results of the hydrogenation of diphenylacetylene are discussed. cis-Stilbene is the major product of this stereoselective reaction. © 1992.