Issue 10, 2008

Selective hydrogenation of unsaturated aldehydes in a poly(ethylene glycol)/compressed carbon dioxide biphasic system

Abstract

Hydrogenation of α,β-unsaturated aldehydes (citral, 3-methyl-2-butenal, cinnamaldehyde) has been studied with tetrakis(triphenylphosphine) ruthenium dihydride (H2Ru(TPP)4) catalyst in a poly(ethylene glycol) (PEG)/compressed carbon dioxide biphasic system. The hydrogenation reaction was slow under PEG/H2 biphasic conditions at H2 4 MPa in the absence of CO2. When the reaction mixture was pressurized by a non-reactant of CO2, however, the reaction was significantly accelerated. As CO2 pressure was raised from 6 MPa to 12 MPa, the conversion of citral increased from 35% to 98%, and a high selectivity to unsaturated alcohols (geraniol and nerol) of 98% was obtained. The products were able to be extracted by high pressure CO2 stream and separated from the PEG phase, dissolving the Ru complex catalyst and the catalyst was recyclable without any post-treatment.

Graphical abstract: Selective hydrogenation of unsaturated aldehydes in a poly(ethylene glycol)/compressed carbon dioxide biphasic system

Article information

Article type
Paper
Submitted
20 May 2008
Accepted
07 Jul 2008
First published
28 Aug 2008

Green Chem., 2008,10, 1082-1086

Selective hydrogenation of unsaturated aldehydes in a poly(ethylene glycol)/compressed carbon dioxide biphasic system

R. Liu, H. Cheng, Q. Wang, C. Wu, J. Ming, C. Xi, Y. Yu, S. Cai, F. Zhao and M. Arai, Green Chem., 2008, 10, 1082 DOI: 10.1039/B808486F

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