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Nickel(IV)-Catalyzed C–H Trifluoromethylation of (Hetero)arenes

Meucci, EA, Nguyen, SN, Camasso, NM, Chong, E, Ariafard, A ORCID: 0000-0003-2383-6380, Canty, AJ and Sanford, MS 2019 , 'Nickel(IV)-Catalyzed C–H Trifluoromethylation of (Hetero)arenes' , Journal of the American Chemical Society, vol. 141, no. 32 , 12872−12879 , doi: 10.1021/jacs.9b06383.

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Abstract

This Article describes the development of a stable NiIV complex that mediates C(sp2)–H trifluoromethylation reactions. This reactivity is first demonstrated stoichiometrically and then successfully translated to a NiIV-catalyzed C–H trifluoromethylation of electron-rich arene and heteroarene substrates. Both experimental and computational mechanistic studies support a radical chain pathway involving NiIV, NiIII, and NiII intermediates.

Item Type: Article
Authors/Creators:Meucci, EA and Nguyen, SN and Camasso, NM and Chong, E and Ariafard, A and Canty, AJ and Sanford, MS
Keywords: nickel catalysis, trifluoromethylation
Journal or Publication Title: Journal of the American Chemical Society
Publisher: ACS
ISSN: 0002-7863
DOI / ID Number: 10.1021/jacs.9b06383
Copyright Information:

© 2019 American Chemical Society

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