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Selective hydrogenation of cinnamaldehyde and phospholipids in aqueous-organic biphasic systems with ruthenium(II) complex catalysts

Selective hydrogenation of cinnamaldehyde and phospholipids in aqueous-organic biphasic systems... AbstractThe new water-soluble complex [RuH(OOc)(mtppms)3] (OOc=octanoate, mtppms=monosulfonated triphenylphosphine) was synthesized and – together with the known [RuH(OAc)(mtppms)3] (OAc=acetate) – applied for aqueous-organic biphasic hydrogenation of cinnamaldehyde as well as for hydrogenation of soybean liposomes under mild conditions. The complexes showed pronounced selectivity (up to 75%) towards the hydrogenation of the C=O function in the α,β-unsaturated aldehyde; the selectivity was influenced by the pH of the aqueous phase and the hydrogen pressure. The C=C double bonds in soybean lecithin were only slowly reduced, however, at 5 bar H2 pressure the reaction rate was sufficient to achieve substantial conversion (approximately 20% of all double bonds) in the unsaturated fatty acids. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Green Processing and Synthesis de Gruyter

Selective hydrogenation of cinnamaldehyde and phospholipids in aqueous-organic biphasic systems with ruthenium(II) complex catalysts

Green Processing and Synthesis , Volume 3 (2): 6 – Apr 1, 2014

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Publisher
de Gruyter
Copyright
©2014 by Walter de Gruyter Berlin/Boston
ISSN
2191-9550
eISSN
2191-9550
DOI
10.1515/gps-2014-0003
Publisher site
See Article on Publisher Site

Abstract

AbstractThe new water-soluble complex [RuH(OOc)(mtppms)3] (OOc=octanoate, mtppms=monosulfonated triphenylphosphine) was synthesized and – together with the known [RuH(OAc)(mtppms)3] (OAc=acetate) – applied for aqueous-organic biphasic hydrogenation of cinnamaldehyde as well as for hydrogenation of soybean liposomes under mild conditions. The complexes showed pronounced selectivity (up to 75%) towards the hydrogenation of the C=O function in the α,β-unsaturated aldehyde; the selectivity was influenced by the pH of the aqueous phase and the hydrogen pressure. The C=C double bonds in soybean lecithin were only slowly reduced, however, at 5 bar H2 pressure the reaction rate was sufficient to achieve substantial conversion (approximately 20% of all double bonds) in the unsaturated fatty acids.

Journal

Green Processing and Synthesisde Gruyter

Published: Apr 1, 2014

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