Synthesis of functionalized organotrifluoroborates via halomethyltrifluoroborates

Org Lett. 2006 May 11;8(10):2031-4. doi: 10.1021/ol060375a.

Abstract

[reaction: see text] Potassium bromo- and iodomethyltrifluoroborates have been prepared via in situ reaction of n-BuLi with dibromo- and diiodomethane, respectively, in the presence of trialkyl borates, followed by treatment with KHF(2). Moreover, a new synthetic method for the preparation of potassium organotrifluoroborates through nucleophilic substitution of the halide in these potassium halomethyltrifluoroborates is described.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Borates / chemical synthesis*
  • Borates / chemistry
  • Combinatorial Chemistry Techniques*
  • Hydrocarbons, Fluorinated / chemical synthesis*
  • Hydrocarbons, Fluorinated / chemistry
  • Hydrocarbons, Halogenated / chemistry*
  • Indicators and Reagents
  • Methane / analogs & derivatives*
  • Methane / chemistry*
  • Molecular Structure

Substances

  • Borates
  • Hydrocarbons, Fluorinated
  • Hydrocarbons, Halogenated
  • Indicators and Reagents
  • Methane