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Nickel Meets Aryl Thianthrenium Salts: Ni(I)-Catalyzed Halogenation of Arenes

MPS-Authors
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Ni,  Shengyang
Research Group Cornellà, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Yan,  Jiyao
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Tewari,  Srija
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Ritter,  Tobias
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Cornella,  Josep
Research Group Cornellà, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Ni, S., Yan, J., Tewari, S., Reijerse, E. J., Ritter, T., & Cornella, J. (2023). Nickel Meets Aryl Thianthrenium Salts: Ni(I)-Catalyzed Halogenation of Arenes. Journal of the American Chemical Society, 145(18), 9988-9993. doi:10.1021/jacs.3c02611.


Cite as: https://hdl.handle.net/21.11116/0000-000D-1656-A
Abstract
Herein, a regioselective, late-stage two-step arene halogenation method is reported. We propose how unusual Ni(I)/(III) catalysis is enabled by a combination of aryl thianthrenium and Ni redox properties that is hitherto unachieved with other (pseudo)halides. The catalyst is accessed in situ from inexpensive NiCl2·6(H2O) and zinc without the need of supporting ligands.