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对映选择性镍催化电化学合成联芳轴手性异构体。

Enantioselective Ni-Catalyzed Electrochemical Synthesis of Biaryl Atropisomers.

机构信息

State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.

School of Chemistry & Chemical Engineering, Yancheng Institute of Technology, Yancheng, Jiangsu 224051, China.

出版信息

J Am Chem Soc. 2020 Jun 3;142(22):9872-9878. doi: 10.1021/jacs.9b13117. Epub 2020 May 21.

DOI:10.1021/jacs.9b13117
PMID:32392046
Abstract

A scalable enantioselective nickel-catalyzed electrochemical reductive homocoupling of aryl bromides has been developed, affording enantioenriched axially chiral biaryls in good yield under mild conditions using electricity as a reductant in an undivided cell. Common metal reductants such as Mn or Zn powder resulted in significantly lower yields in the absence of electric current under otherwise identical conditions, underscoring the enhanced reactivity provided by the combination of transition metal catalysis and electrochemistry.

摘要

已开发出一种可扩展的对映选择性镍催化电化学还原芳基溴化物的均偶联反应,在温和条件下使用电流作为还原剂在未分隔的电池中,以良好的产率提供对映体富集的轴向手性联芳基。在相同条件下但没有电流的情况下,常见的金属还原剂如 Mn 或 Zn 粉末导致产率显著降低,这突出了过渡金属催化和电化学相结合所提供的增强反应性。

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