甲醇为氢源:Rhodacycle催化α,β-不饱和酮化学选择性转移加氢反应

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

催化学报 ›› 2019, Vol. 40 ›› Issue (11): 1795-1799.DOI: 10.1016/S1872-2067(19)63367-X

甲醇为氢源:Rhodacycle催化α,β-不饱和酮化学选择性转移加氢反应

Ahmed H. Aboo^a, Robina Begum^a,b, Liangliang Zhao^a, Zahoor H. Farooqi^b, Jianliang Xiao^a

a 利物浦大学化学系, 利物浦, L69 7ZD, 英国;
b 旁遮普大学化学所, 新校区, 拉合尔 54590, 巴基斯坦

收稿日期:2019-01-31 修回日期:2019-04-01 出版日期:2019-11-18 发布日期:2019-09-06
通讯作者: Jianliang Xiao
基金资助:
We thank the Higher Committee for Education Development in Iraq for financial support (AHB) and the Commonwealth Scholarships Commission in the UK for a Split-Site PhD Scholarship (RB).

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

Ahmed H. Aboo^a, Robina Begum^a,b, Liangliang Zhao^a, Zahoor H. Farooqi^b, Jianliang Xiao^a

a Department of Chemistry, University of Liverpool, Liverpool, L69 7ZD, United Kingdom;
b Institute of Chemistry, University of the Punjab, New Campus, Lahore 54590, Pakistan

Received:2019-01-31 Revised:2019-04-01 Online:2019-11-18 Published:2019-09-06
Contact: Jianliang Xiao
Supported by:
We thank the Higher Committee for Education Development in Iraq for financial support (AHB) and the Commonwealth Scholarships Commission in the UK for a Split-Site PhD Scholarship (RB).

摘要/Abstract

摘要： 甲醇是一种安全、经济、易处理的氢源，然而它很少用于转移加氢反应中.本文以甲醇为氢源，报道了一种环金属化铑配合物，Rhodacycle，催化α，β-不饱和酮的高度化学选择性加氢反应.在回流甲醇中反应很短的时间，将各种查尔酮、苯乙烯基甲基酮和乙烯基甲基酮（包括空间要求大的酮）还原为饱和酮，无需惰性气体保护，也未观察到羰基部分的还原.该催化反应为α，β-不饱和酮化合物中烯键的还原提供了一种简便、操作安全的方法.

关键词: α,β-不饱和酮, 转移加氢, 甲醇, 铑络合物, 化学选择性

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. 甲醇为氢源:Rhodacycle催化α,β-不饱和酮化学选择性转移加氢反应[J]. 催化学报, 2019, 40(11): 1795-1799.

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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甲醇为氢源:Rhodacycle催化α,β-不饱和酮化学选择性转移加氢反应

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

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