Transfer hydrogenation of N-heteroarenes with 2-propanol and ethanol enabled by manganese catalysis,Organic Chemistry Frontiers

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Transfer hydrogenation of N-heteroarenes with 2-propanol and ethanol enabled by manganese catalysis
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2021-10-26 , DOI: 10.1039/d1qo01552d
Yingjie Gong ₁ , Jingxi He ₁ , Xiaoting Wen ₁ , Hui Xi ₂ , Zhihong Wei ₃ , Weiping Liu ₁

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A convenient manganese catalyzed transfer hydrogenation of N-heteroarenes by using alcohols as hydrogen sources is presented. Ideal results are achieved by applying the 6-methyl substituted triazine based P^iprN⁵P^ipr manganese pincer complex Mn-1, which allows the hydrogenation of various substituted N-heteroarenes in good to excellent isolated yields. More importantly, biomass derived ethanol could be realized in this transformation as well, thus highlighting the sustainability of the process. Detailed DFT calculation studies support an outer sphere hydrogenation mechanism and hydride transfer from propan-2-olate to the Mn center with regeneration of the catalyst as the rate-determining step.

中文翻译：

锰催化下2-丙醇和乙醇对N-杂芳烃的转移加氢

提出了一种使用醇作为氢源的方便的锰催化转移氢化 N-杂芳烃。通过应用基于 6-甲基取代的三嗪的 P ^ipr N ⁵ P ^ipr锰钳络合物Mn-1可以获得理想的结果，这使得各种取代的 N-杂芳烃以良好到出色的分离产率进行氢化。更重要的是，生物质乙醇也可以在这种转化中实现，从而突出了该过程的可持续性。详细的 DFT 计算研究支持外球氢化机制和氢化物从丙-2-油酸盐转移到 Mn 中心，催化剂的再生作为速率决定步骤。

更新日期：2021-11-03

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