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Issue 10, 2008
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Selective hydrogenation of unsaturated aldehydes in a poly(ethylene glycol)/compressed carbon dioxide biphasic system

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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

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Publication details

The article was received on 20 May 2008, accepted on 07 Jul 2008 and first published on 28 Aug 2008


Article type: Paper
DOI: 10.1039/B808486F
Citation: Green Chem., 2008,10, 1082-1086
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    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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