The Suzuki homocoupling reaction under high-intensity ultrasound

Ultrason Sonochem. 2005 Jan;12(1-2):91-4. doi: 10.1016/j.ultsonch.2004.05.005.

Abstract

The Pd-catalysed Suzuki homocoupling of boronic acids was successfully carried out in water under high-intensity ultrasound (HIU). Heterogeneous catalysis with Pd/C, facilitating work up and purification, could be used without adding phosphine ligands. Reaction rates and yields were strongly influenced by the oxidant employed; excellent results were obtained using either molecular oxygen or 3-bromo-4-hydroxycoumarin. 3-Arylation of the latter with the Suzuki procedure had failed, exclusively affording the homocoupling products, symmetric biaryls. Besides offering a number of operational advantages, the use of HIU broadens the field of application for the Suzuki reaction.

Publication types

  • Comparative Study
  • Evaluation Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boronic Acids / chemistry*
  • Boronic Acids / radiation effects*
  • Coumarins / chemistry*
  • Coumarins / radiation effects*
  • Radiation Dosage
  • Sonication*
  • Water / chemistry*

Substances

  • Boronic Acids
  • Coumarins
  • Water