Methanol as hydrogen source: Chemoselective transfer hydrogena-tion of α,β-unsaturated ketones with a rhodacycle

doi:10.1016/S1872-2067(19)63367-X

Abstract

Abstract: Methanol is a safe, economic and easy-to-handle hydrogen source. It has rarely been used in transfer hydrogenation reactions, however. We herein report that a cyclometalated rhodium complex, rhodacycle, catalyzes highly chemoselective hydrogenation of α,β-unsaturated ketones with methanol as the hydrogen source. A wide variety of chalcones, styryl methyl ketones and vinyl methyl ketones, including sterically demanding ones, were reduced to the saturated ketones in refluxing methanol in a short reaction time, with no need for inter gas protection, and no reduction of the carbonyl moieties was observed. The catalysis described provides a practically easy and operationally safe method for the reduction of olefinic bonds in α,β-unsaturated ketone compounds.

Key words: α,β-Unsaturated ketones, Transfer hydrogenation, Methanol, Rhodium complex, Chemoselectivity

Ahmed H. Aboo, Robina Begum, Liangliang Zhao, Zahoor H. Farooqi, Jianliang Xiao. Methanol as hydrogen source: Chemoselective transfer hydrogena-tion of α,β-unsaturated ketones with a rhodacycle[J]. Chinese Journal of Catalysis, 2019, 40(11): 1795-1799.

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URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(19)63367-X

https://www.cjcatal.com/EN/Y2019/V40/I11/1795

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