期刊
GREEN CHEMISTRY
卷 11, 期 12, 页码 1937-1940出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/b913305d
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- sanofi-aventis
Chalcone and some other alpha,beta-unsaturated ketones were subjected to transfer hydrogenation catalyzed by the dimer [Rh(cod)Cl](2) and the Wilkinson's catalyst in imidazolium-, ammonium-and phosphonium-based ionic liquids. In certain ionic liquids, the reduction of chalcone gave 1,3-diphenylpropan-1-one chemoselectively, in contrast with molecular solvents, which resulted in the formation of 1,3-diphenylpropan-1-ol. An accelerated reaction rate was observed in [emim][BuSO4] and [emin][HeSO4]. The observed chemoselectivity could be maintained applying a 5 molar equivalent excess of [bmim][BF4] to chalcone in 2-PrOH. This phenomenon suggests that there is an interaction between the chalcone carbonyl group and the ionic liquid which prevents reduction of the carbonyl group. The catalyst [Rh(cod)Cl](2) dissolved in an ionic liquid was successfully recycled at least three times, in contrast with Wilkinson's catalyst, which lost its activity on recycling.
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