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Ultrasound effect on Suzuki reactions. 1. Synthesis of unsymmetrical biaryls.

Polácková V, Hut'ka M, Toma S

Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, Mlynská dolina CH-2, SK-842 15 Bratislava, Slovak Republic.

Ultrasound effect on the Pd(0) catalysed reaction of arylboronic acid with halobenzenes was investigated. The effect of catalyst, base as well as solvent was tested. Heterogenous reaction of iodoarenes with different arylboronic acids, catalysed by Pd/C and KF as the base in methanol:water mixture resulted in good yields of cross-coupling products. Reaction time of sonochemical reaction was 1 h, while 4 h of reflux was necessary to achieve comparable results. Bromobenzenes gave best results using aqueous solution of PdCl2 as the catalyst, potassium carbonate as the base in toluene:water two phase system using TEBA (benzyltriethylammonium chloride) as PT catalyst. Chlorobenzenes gave just feeble yields of cross-coupling products.

Published 11 October 2004 in Ultrason Sonochem, 12(1): 99-102.
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