Li, Gang, Yang, Liu, Liu, Jian-Jun, Zhang, Wei, Cao, Rui, Wang, Chao, Zhang, Zunting, Xiao, Jianliang ORCID: 0000-0003-2010-247X and Xue, Dong
(2021)
Light-Promoted C-N Coupling of Aryl Halides with Nitroarenes.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 60 (10).
pp. 5230-5234.
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Abstract
A photochemical C-N coupling of aryl halides with nitroarenes is demonstrated for the first time. Catalyzed by a Ni<sup>II</sup> complex in the absence of any external photosensitizer, readily available nitroarenes undergo coupling with a variety of aryl halides, providing a step-economic extension to the widely used Buchwald-Hartwig C-N coupling reaction. The method tolerates coupling partners with steric-congestion and functional groups sensitive to bases and nucleophiles. Mechanistic studies suggest that the reaction proceeds via the addition of an aryl radical, generated from a Ni<sup>I</sup> /Ni<sup>III</sup> cycle, to a nitrosoarene intermediate.
Item Type: | Article |
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Uncontrolled Keywords: | amination, aryl halides, aryl radicals, nickel catalysis, nitroarenes |
Depositing User: | Symplectic Admin |
Date Deposited: | 30 Nov 2020 09:23 |
Last Modified: | 18 Jan 2023 23:20 |
DOI: | 10.1002/anie.202012877 |
Related URLs: | |
URI: | https://livrepository.liverpool.ac.uk/id/eprint/3108510 |