Neopentylglycolborylation of aryl mesylates and tosylates catalyzed by Ni-based mixed-ligand systems activated with Zn

J Am Chem Soc. 2010 Feb 17;132(6):1800-1. doi: 10.1021/ja910808x.

Abstract

The mixed-ligand system NiCl(2)(dppp)/dppf is shown to be an effective catalyst for the neopentylglycolborylation of ortho-, meta-, and para-substituted electron-rich and electron-deficient aryl mesylates and tosylates. The addition of Zn powder as a reductant dramatically increases the reaction yield and reduces the reaction time by more than an order of magnitude, providing complete conversion in 1-3 h.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Boronic Acids / chemistry*
  • Catalysis
  • Ligands
  • Mesylates / chemistry*
  • Nickel / chemistry*
  • Organometallic Compounds / chemistry
  • Tosyl Compounds / chemistry*
  • Zinc / chemistry*

Substances

  • Boronic Acids
  • Ligands
  • Mesylates
  • Organometallic Compounds
  • Tosyl Compounds
  • Nickel
  • Zinc