Rh- and Ru-complex-catalyzed dimerization of arylethynes in aqueous environment

Abstract

Complexes [RhCl(PPh3)3] and [Ru(CHPh)Cl2(PCy3)2] efficiently catalyzed the dimerization of arylethynes to the corresponding 1,4-substituted enynes in aqueous environment in the presence of sodium dodecyl sulfate. The Rh catalyst exhibited almost exclusive preference for the formation of E-isomers, the Ru one exhibits strong preference for the formation of Z-isomers.

Regio- and Stereoselective Homodimerization of Monosubstituted Acetylenes in the Presence of the Second Generation Grubbs Catalyst

“…The thermolysed first generation Grubbs catalyst [RuCl 2 (PCy 3 ) 2 (=CHPh)] (1) exhibits activity in dimerization of phenylacetylene giving mixture of isomers [40] or preference for the formation of E-isomer of head to head dimer [41]. Moreover, complex 1 catalyzes the dimerization of arylethynes to the corresponding 1,4-substituted 1,3-enynes with pronounced Z-selectivity in aqueous environment in the presence of sodium dodecyl sulphate [42]. Formation of a product of phenylacetylene homodimerization was observed in the study of hydrosilylation of phenylacetylene with trisubstituted silanes in the presence of a second generation Grubbs catalyst [43].…”