Nickel(IV)-Catalyzed C-H Trifluoromethylation of (Hetero)arenes
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Meucci, Elizabeth A.
Nguyen, Shay N.
Camasso, Nicole M.
Chong, Eugene
Ariafard, Alireza
Canty, Allan J.
Sanford, Melanie S.
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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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Journal of the American Chemical Society
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