The Suzuki homocoupling reaction under high-intensity ultrasound

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 influen...

Full description

Saved in:
Bibliographic Details
Published inUltrasonics sonochemistry Vol. 12; no. 1; pp. 91 - 94
Main Authors Cravotto, Giancarlo, Palmisano, Giovanni, Tollari, Stefano, Nano, Gian Mario, Penoni, Andrea
Format Journal Article
LanguageEnglish
Published Netherlands Elsevier B.V 2005
Subjects
3-Bromo-4-hydroxycoumarin
Biaryls
Boronic Acids - chemistry
Boronic Acids - radiation effects
Coumarins - chemistry
Coumarins - radiation effects
High-intensity ultrasound
Oxygen
Radiation Dosage
Reaction in water
Sonication
Suzuki homocoupling
Water - chemistry
High-intensity ultrasound
Oxygen
3-Bromo-4-hydroxycoumarin
Suzuki homocoupling
Biaryls
Reaction in water
Online AccessGet full text

Cover

More Information
Summary: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.
ISSN:1350-4177
1873-2828
DOI:10.1016/j.ultsonch.2004.05.005