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非双功能钳型 N-杂环卡宾锰对失活仲醇到酮的可持续选择性烷基化。

Sustainable and Selective Alkylation of Deactivated Secondary Alcohols to Ketones by Non-bifunctional Pincer N-heterocyclic Carbene Manganese.

机构信息

School of Materials Science & Engineering, PCFM Lab, Sun Yat-sen University, Guangzhou, 510275, P. R. China.

Department of Light Chemical Engineering, Guangdong Polytechnic, Foshan, 528041, P. R. China.

出版信息

ChemSusChem. 2020 May 22;13(10):2557-2563. doi: 10.1002/cssc.202000576. Epub 2020 Apr 28.

DOI:10.1002/cssc.202000576
PMID:32233008
Abstract

A sustainable and green route to access diverse functionalized ketones via dehydrogenative-dehydrative cross-coupling of primary and secondary alcohols is demonstrated. This borrowing hydrogen approach employing a pincer N-heterocyclic carbene Mn complex displays high activity and selectivity. A variety of primary and secondary alcohols are well tolerant and result in satisfactory isolated yields. Mechanistic studies suggest that this reaction proceeds via a direct outer-sphere mechanism and the dehydrogenation of the secondary alcohol substrates plays a vital role in the rate-limiting step.

摘要

通过伯醇和仲醇的脱氢-脱醇交叉偶联反应，展示了一种可持续和绿色的方法来获得多种功能化的酮。该方法采用钳形 N-杂环卡宾 Mn 配合物作为供氢体，具有高活性和选择性。各种伯醇和仲醇都具有良好的耐受性，得到了令人满意的分离收率。机理研究表明，该反应通过直接的外球机制进行，仲醇底物的脱氢在速率决定步骤中起着至关重要的作用。

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