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

Elizabeth A. Meucci(University of Michigan), Shay N. Nguyen(University of Michigan), Nicole M. Camasso(University of Michigan), Eugene Chong(University of Michigan), Alireza Ariafard(University of Tasmania), Allan J. Canty(University of Tasmania), Melanie S. Sanford(University of Michigan)
Journal of the American Chemical Society
August 5, 2019
Cited by 129Open Access
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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.


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