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Gold-catalyzed allylation of aryl boronic acids: accessing cross-coupling reactivity with gold.

ABSTRACT: A sp(3)-sp(2) C-C cross-coupling reaction catalyzed by gold in the absence of a sacrificial oxidant is described. Vital to the success of this method is the implementation of a bimetallic catalyst bearing a bis(phosphino)amine ligand. A mechanistic hypothesis is presented, and observable transmetalation, C-Br oxidative addition, and C-C reductive elimination in a model gold complex are shown. We expect that this method will serve as a platform for the development of novel transformations involving redox-active gold catalysts.

SUBMITTER: Levin MD

PROVIDER: S-EPMC4076148 | biostudies-other | 2014 Jun

REPOSITORIES: biostudies-other

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Gold-catalyzed allylation of aryl boronic acids: accessing cross-coupling reactivity with gold.

Levin Mark D MD Toste F Dean FD

Angewandte Chemie (International ed. in English) 20140505 24

A sp(3)-sp(2) C-C cross-coupling reaction catalyzed by gold in the absence of a sacrificial oxidant is described. Vital to the success of this method is the implementation of a bimetallic catalyst bearing a bis(phosphino)amine ligand. A mechanistic hypothesis is presented, and observable transmetalation, C-Br oxidative addition, and C-C reductive elimination in a model gold complex are shown. We expect that this method will serve as a platform for the development of novel transformations involvi ...[more]

PMID: 24799132

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