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  Substrate Redox Non-innocence Inducing Stepwise Oxidative Addition Reaction: Nitrosoarene C–N Bond Cleavage on Low-Coordinate Cobalt(0) Species

Wang, D., Leng, X., Ye, S., & Deng, L. (2019). Substrate Redox Non-innocence Inducing Stepwise Oxidative Addition Reaction: Nitrosoarene C–N Bond Cleavage on Low-Coordinate Cobalt(0) Species. Journal of the American Chemical Society, 141(19), 7731-7735. doi:10.1021/jacs.9b03726.

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 Creators:
Wang, Dongyang1, Author
Leng, Xuebing1, Author
Ye, Shengfa2, Author              
Deng, Liang1, Author
Affiliations:
1State 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, P. R. China, ou_persistent22              
2Research Group Ye, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_2541708              

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 Abstract: The reactions of nitrosoarenes with transition-metal species are fundamentally important for their relevance to metal-catalyzed transformations of organo-nitrogen compounds in organic synthesis and also the metabolization of nitroarenes and anilines in biology. In addition to the well-known reactivity of metal-mediated N–O bond activation and cleavage of nitrosoarenes, we present herein the first observation of a nitrosoarene C–N bond oxidative addition reaction upon the interaction of a three-coordinate cobalt(0) species [(IPr)Co(vtms)2] with 2,4,6-tri(tert-butyl)-1-nitroso-benzene (Ar*NO). The reaction produces a cobalt nitrosyl aryl complex, [(IPr)Co(Ar*)(NO)] (1), with a bis(nitrosoarene)cobalt complex, [(IPr)Co(η2-ONAr)(κ1-O-ONAr)] (2), as an intermediate. Spectroscopic characterizations, DFT calculations, and kinetic studies revealed that the redox non-innocence of nitrosoarene induces a stepwise pathway for the C–N bond oxidative addition reaction.

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Language(s): eng - English
 Dates: 2019-04-072019-05-022019-05-15
 Publication Status: Published in print
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/jacs.9b03726
 Degree: -

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Title: Journal of the American Chemical Society
  Other : J. Am. Chem. Soc.
  Abbreviation : JACS
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 141 (19) Sequence Number: - Start / End Page: 7731 - 7735 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870