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

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Sustainable and Selective Alkylation of Deactivated Secondary Alcohols to Ketones by Non-bifunctional Pincer N-heterocyclic Carbene Manganese.
ChemSusChem ( IF 7.5 ) Pub Date : 2020-03-31 , DOI: 10.1002/cssc.202000576
Xiao-Bing Lan ₁ , Zongren Ye ₁ , Jiahao Liu ₁ , Ming Huang ₁ , Youxiang Shao ₁ , Xiang Cai ₂ , Yan Liu ₃ , Zhuofeng Ke ₁

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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.

中文翻译：

非双功能夹钳N-杂环卡宾锰对失活仲醇可持续选择性烷基化为酮。

展示了通过伯醇和仲醇的脱氢-脱水交叉偶联获得各种功能化酮的可持续和绿色途径。这种采用钳制的N-杂环卡宾Mn络合物的氢借用方法显示出高活性和选择性。多种伯醇和仲醇具有良好的耐受性，可产生令人满意的分离产率。机理研究表明，该反应通过直接的外球机理进行，仲醇底物的脱氢作用在限速步骤中起着至关重要的作用。

更新日期：2020-03-31

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