SEARCH

SEARCH BY CITATION

Keywords:

  • palladacycles;
  • Heck coupling;
  • Suzuki coupling;
  • palladaphosphacyclobutenes

Abstract

Heck reactions of aryl halides with various olefins and Suzuki reactions of aryl halides with phenylboronic acid catalyzed by palladaphosphacyclobutene have been investigated. The scope of the Heck reaction has been investigated in N,N-dimethylacetamide at 140 °C using NaOAc as base. Using 0.1% molar ratio of palladaphosphacyclobuyenes, aryl bromides were converted into 1,2-substitutedethene products in good to high yields through coupling with both vinylarenes and acrylates. Actived aryl chloride reacted with styrene to afford 1,2-substitutedethene products in moderate yields. The scope of the Suzuki reaction has been conducted in toluene at 110 °C using Cs2CO3 as base. Using 0.1% molar ratio of palladaphosphacyclobutene, aryl bromides reacted with phenylboronic acid to afford diaryl derivatives in excellent yield. Copyright © 2008 John Wiley & Sons, Ltd.