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A highly selective and general palladium catalyst for the oxidative Heck reaction of electronically nonbiased olefins.

ABSTRACT: A general, highly selective oxidative Heck reaction is reported. The reaction is high-yielding under mild conditions without the need for base or high temperatures, and the selectivity is excellent, without the requirement for electronically biased olefins or other specific directing groups. A preliminary mechanistic investigation suggests that the unusually high selectivity may be due to the catalyst's sensitivity to C-H bond strength in the selectivity-determining ?-hydride elimination step.

SUBMITTER: Werner EW

PROVIDER: S-EPMC3011814 | biostudies-literature | 2010 Oct

REPOSITORIES: biostudies-literature

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A highly selective and general palladium catalyst for the oxidative Heck reaction of electronically nonbiased olefins.

Werner Erik W EW Sigman Matthew S MS

Journal of the American Chemical Society 20101001 40

A general, highly selective oxidative Heck reaction is reported. The reaction is high-yielding under mild conditions without the need for base or high temperatures, and the selectivity is excellent, without the requirement for electronically biased olefins or other specific directing groups. A preliminary mechanistic investigation suggests that the unusually high selectivity may be due to the catalyst's sensitivity to C-H bond strength in the selectivity-determining β-hydride elimination step. ...[more]

PMID: 20858011

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