4.7 Article

Synthesis and Lewis acid properties of a ferrocene-based planar-chiral borenium cation

Journal

CHEMICAL COMMUNICATIONS
Volume 49, Issue 43, Pages 4893-4895

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3cc41556b

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Funding

  1. American Chemical Society
  2. National Science Foundation [NSF-CRIF 0116066]
  3. Rutgers University

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The first planar chiral ferrocenylborenium species (pR)-3(+) is obtained in the enantiopure form by halide abstraction from the corresponding chloroborane adduct (pR)-2 using Krossing's salt. Competition experiments suggest that the Lewis acidity of (pR)-3(+) is higher than that of B(C6F5)(3) towards anions and slightly lower towards neutral Lewis bases. The ferrocenylborenium species (pR)-3(+) is examined as a catalyst for the stereoselective hydrosilylation of ketones.

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