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Selective Aromatic C-H Hydroxylation Enabled by ?6-Coordination to Iridium(III).

ABSTRACT: We report an aromatic C-H hydroxylation protocol in which the arene is activated through ?6-coordination to an iridium(III) complex. ?6-Coordination of the arene increases its electrophilicity and allows for high positional selectivity of hydroxylation at the site of least electron density. Through investigation of intermediate ?5-cyclohexadienyl adducts and arene exchange reactions, we evaluate incorporation of arene ?-activation into a catalytic cycle for C-H functionalization.

SUBMITTER: D'Amato EM

PROVIDER: S-EPMC4750501 | biostudies-literature | 2015 Sep

REPOSITORIES: biostudies-literature

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Selective Aromatic C-H Hydroxylation Enabled by η6-Coordination to Iridium(III).

D'Amato Erica M EM Neumann Constanze N CN Ritter Tobias T

Organometallics 20150916 18

We report an aromatic C-H hydroxylation protocol in which the arene is activated through η6-coordination to an iridium(III) complex. η6-Coordination of the arene increases its electrophilicity and allows for high positional selectivity of hydroxylation at the site of least electron density. Through investigation of intermediate η5-cyclohexadienyl adducts and arene exchange reactions, we evaluate incorporation of arene π-activation into ...[more]

PMID: 26877574

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