4.5 Article

Catalytic Hydroarylation of Alkenes with Phenols using B(C6F5)(3)

Journal

ORGANOMETALLICS
Volume 37, Issue 21, Pages 3654-3658

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.organomet.8b00621

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Funding

  1. NSERC of Canada
  2. Canadian Foundation for Innovation
  3. Canada Research Chair

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We demonstrate that tris(pentafluorophenyOborane, B (C6F5)(3), is shown to be an effective catalyst for the hydroarylation of olefins to yield substituted phenols. This system features fast reaction times, mild conditions, and good yields for a select scope of olefinic substrates and various phenols, resulting in C-C bond formation. Experimental data support two possible mechanisms, where the Lewis acid can activate either the olefin or the phenol as the first step in the catalytic mechanism.

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