Solution pH: A Selectivity Switch in Aqueous Organometallic Catalysis-Hydrogenation of Unsaturated Aldehydes Catalyzed by Sulfonatophenylphosphane-Ru Complexes

Angew Chem Int Ed Engl. 1998 Apr 20;37(7):969-970. doi: 10.1002/(SICI)1521-3773(19980420)37:7<969::AID-ANIE969>3.0.CO;2-9.

Abstract

The equilibribrium distribution of water-soluble ruthenium hydrides [HRuCl(tppms)3 ] and [H2 Ru(tppms)4 ] (tppms = (3-sulfonatophenyl)diphenylphosphane) in the reaction with H2 is governed by the pH value. As a consequence, the selectivity in the hydrogenation of cinnamaldehyde for reaction at C=C or C=O can be completely inverted by changing the pH value (see drawing below).

Keywords: Aldehydes; Biphasic catalysis; Homogeneous catalysis; Hydrogenations; Ruthenium; Two-phase catalysis.