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Outer-sphere direction in iridium C-H borylation.

ABSTRACT: The NHBoc group affords ortho selective C-H borylations in arenes and alkenes. Experimental and computational studies support an outer sphere mechanism where the N-H proton hydrogen bonds to a boryl ligand oxygen. The regioselectivities are unique and complement those of directed ortho metalations.

SUBMITTER: Roosen PC

PROVIDER: S-EPMC3587652 | biostudies-literature | 2012 Jul

REPOSITORIES: biostudies-literature

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Outer-sphere direction in iridium C-H borylation.

Roosen Philipp C PC Kallepalli Venkata A VA Chattopadhyay Buddhadeb B Singleton Daniel A DA Maleczka Robert E RE Smith Milton R MR

Journal of the American Chemical Society 20120703 28

The NHBoc group affords ortho selective C-H borylations in arenes and alkenes. Experimental and computational studies support an outer sphere mechanism where the N-H proton hydrogen bonds to a boryl ligand oxygen. The regioselectivities are unique and complement those of directed ortho metalations. ...[more]

PMID: 22703452

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