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



Aboo, Ahmed H, Begum, Robina, Zhao, Liangliang, Farooqi, Zahoor H ORCID: 0000-0003-3200-2935 and Xiao, Jianhang ORCID: 0000-0003-2010-247X
(2019) Methanol as hydrogen source: Chemoselective transfer hydrogenation of α,β-unsaturated ketones with a rhodacycle. CHINESE JOURNAL OF CATALYSIS, 40 (11). pp. 1795-1799.

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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.

Item Type: Article
Uncontrolled Keywords: alpha,beta-Unsaturated ketones, Transfer hydrogenation, Methanol, Rhodium complex, Chemoselectivity
Depositing User: Symplectic Admin
Date Deposited: 26 Nov 2019 10:01
Last Modified: 19 Jan 2023 00:18
DOI: 10.1016/S1872-2067(19)63367-X
Related URLs:
URI: https://livrepository.liverpool.ac.uk/id/eprint/3063529