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Enantioselective reductive cross-couplings to forge C(sp2)–C(sp3) bonds by merging electrochemistry with nickel catalysis

Author

Listed:
  • Yun-Zhao Wang

    (Chinese Academy of Sciences)

  • Bing Sun

    (Chinese Academy of Sciences)

  • Jian-Feng Guo

    (Chinese Academy of Sciences)

  • Xiao-Yu Zhu

    (Chinese Academy of Sciences)

  • Yu-Cheng Gu

    (Jealott’s Hill International Research Centre)

  • Ya-Ping Han

    (Hebei University of Technology)

  • Cong Ma

    (Chinese Academy of Sciences)

  • Tian-Sheng Mei

    (Chinese Academy of Sciences)

Abstract

Motivated by the inherent benefits of synergistically combining electrochemical methodologies with nickel catalysis, we present here a Ni-catalyzed enantioselective electroreductive cross-coupling of benzyl chlorides with aryl halides, yielding chiral 1,1-diaryl compounds with good to excellent enantioselectivity. This catalytic reaction can not only be applied to aryl chlorides/bromides, which are challenging to access by other means, but also to benzyl chlorides containing silicon groups. Additionally, the absence of a sacrificial anode lays a foundation for scalability. The combination of cyclic voltammetry analysis with electrode potential studies suggests that NiI species activate aryl halides via oxidative addition and alkyl chlorides via single electron transfer.

Suggested Citation

  • Yun-Zhao Wang & Bing Sun & Jian-Feng Guo & Xiao-Yu Zhu & Yu-Cheng Gu & Ya-Ping Han & Cong Ma & Tian-Sheng Mei, 2025. "Enantioselective reductive cross-couplings to forge C(sp2)–C(sp3) bonds by merging electrochemistry with nickel catalysis," Nature Communications, Nature, vol. 16(1), pages 1-8, December.
    • Handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-025-56377-w
    DOI: 10.1038/s41467-025-56377-w
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