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

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.

SUBMITTER: Meucci EA

PROVIDER: S-EPMC7542544 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature

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

Meucci Elizabeth A EA Nguyen Shay N SN Camasso Nicole M NM Chong Eugene E Ariafard Alireza A Canty Allan J AJ Sanford Melanie S MS

Journal of the American Chemical Society 20190805 32

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 intermedi ...[more]

PMID: 31379153

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