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

[Image: see text] 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 access...

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Autores principales: Ni, Shengyang, Yan, Jiyao, Tewari, Srija, Reijerse, Edward J., Ritter, Tobias, Cornella, Josep
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10176483/
https://www.ncbi.nlm.nih.gov/pubmed/37126771
http://dx.doi.org/10.1021/jacs.3c02611
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author Ni, Shengyang
Yan, Jiyao
Tewari, Srija
Reijerse, Edward J.
Ritter, Tobias
Cornella, Josep
author_facet Ni, Shengyang
Yan, Jiyao
Tewari, Srija
Reijerse, Edward J.
Ritter, Tobias
Cornella, Josep
author_sort Ni, Shengyang
collection PubMed
description [Image: see text] 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 NiCl(2)·6(H(2)O) and zinc without the need of supporting ligands.
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spelling pubmed-101764832023-05-13 Nickel Meets Aryl Thianthrenium Salts: Ni(I)-Catalyzed Halogenation of Arenes Ni, Shengyang Yan, Jiyao Tewari, Srija Reijerse, Edward J. Ritter, Tobias Cornella, Josep J Am Chem Soc [Image: see text] 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 NiCl(2)·6(H(2)O) and zinc without the need of supporting ligands. American Chemical Society 2023-05-01 /pmc/articles/PMC10176483/ /pubmed/37126771 http://dx.doi.org/10.1021/jacs.3c02611 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Ni, Shengyang
Yan, Jiyao
Tewari, Srija
Reijerse, Edward J.
Ritter, Tobias
Cornella, Josep
Nickel Meets Aryl Thianthrenium Salts: Ni(I)-Catalyzed Halogenation of Arenes
title Nickel Meets Aryl Thianthrenium Salts: Ni(I)-Catalyzed Halogenation of Arenes
title_full Nickel Meets Aryl Thianthrenium Salts: Ni(I)-Catalyzed Halogenation of Arenes
title_fullStr Nickel Meets Aryl Thianthrenium Salts: Ni(I)-Catalyzed Halogenation of Arenes
title_full_unstemmed Nickel Meets Aryl Thianthrenium Salts: Ni(I)-Catalyzed Halogenation of Arenes
title_short Nickel Meets Aryl Thianthrenium Salts: Ni(I)-Catalyzed Halogenation of Arenes
title_sort nickel meets aryl thianthrenium salts: ni(i)-catalyzed halogenation of arenes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10176483/
https://www.ncbi.nlm.nih.gov/pubmed/37126771
http://dx.doi.org/10.1021/jacs.3c02611
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