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Mechanism of the rhodium(III)-catalyzed arylation of imines via C-H bond functionalization: inhibition by substrate.

ABSTRACT: Rh(III)-catalyzed arylation of imines provides a new method for C-C bond formation while simultaneously introducing an ?-branched amine as a functional group. This detailed mechanistic study provides insights for the rational future development of this new reaction. Relevant intermediate Rh(III) complexes have been isolated and characterized, and their reactivities in stoichiometric reactions with relevant substrates have been monitored. The reaction was found to be first order in the catalyst resting state and inverse first order in the C-H activation substrate.

SUBMITTER: Tauchert ME

PROVIDER: S-EPMC3269099 | biostudies-literature | 2012 Jan

REPOSITORIES: biostudies-literature

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Mechanism of the rhodium(III)-catalyzed arylation of imines via C-H bond functionalization: inhibition by substrate.

Tauchert Michael E ME Incarvito Christopher D CD Rheingold Arnold L AL Bergman Robert G RG Ellman Jonathan A JA

Journal of the American Chemical Society 20120117 3

Rh(III)-catalyzed arylation of imines provides a new method for C-C bond formation while simultaneously introducing an α-branched amine as a functional group. This detailed mechanistic study provides insights for the rational future development of this new reaction. Relevant intermediate Rh(III) complexes have been isolated and characterized, and their reactivities in stoichiometric reactions with relevant substrates have been monitored. The reaction was found to be first order in the catalyst r ...[more]

PMID: 22257031

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