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Electrochemical C-H bond activation via cationic iridium hydride pincer complexes.

ABSTRACT: A C-H bond activation strategy based on electrochemical activation of a metal hydride is introduced. Electrochemical oxidation of ( tBu4 PCP)IrH4 ( tBu4 PCP is [1,3-( t Bu2PCH2)-C6H3]-) in the presence of pyridine derivatives generates cationic Ir hydride complexes of the type [( tBu4 PCP)IrH(L)]+ (where L = pyridine, 2,6-lutidine, or 2-phenylpyridine). Facile deprotonation of [( tBu4 PCP)IrH(2,6-lutidine)]+ with the phosphazene base tert-butylimino-tris(pyrrolidino)phosphorane, t BuP1(pyrr), results in selective C-H activation of 1,2-difluorobenzene (1,2-DFB) solvent to generate ( tBu4 PCP)Ir(H)(2,3-C6F2H3). The overall electrochemical C-H activation reaction proceeds at room temperature without need for chemical activation by a sacrificial alkene hydrogen acceptor. This rare example of undirected electrochemical C-H activation holds promise for the development of future catalytic processes.

SUBMITTER: Lindley BM

PROVIDER: S-EPMC7017868 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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Electrochemical C-H bond activation via cationic iridium hydride pincer complexes.

Lindley Brian M BM Walden Andrew G AG Brasacchio Ann Marie AM Casuras Andrea A Lease Nicholas N Chen Chun-Hsing CH Goldman Alan S AS Miller Alexander J M AJM

Chemical science 20190820 40

A C-H bond activation strategy based on electrochemical activation of a metal hydride is introduced. Electrochemical oxidation of ( tBu4 PCP)IrH4 ( tBu4 PCP is [1,3-( t Bu2PCH2)-C6H3]-) in the presence of pyridine derivatives generates cationic Ir hydride complexes of the type [( tBu4 PCP)IrH(L)]+ (where L = pyridine ...[more]

PMID: 32110295

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