4.4 Article

Environmentally friendly synthesis of biaryls: Suzuki reaction of aryl bromides in water at low catalyst loadings

Journal

TETRAHEDRON LETTERS
Volume 47, Issue 2, Pages 197-200

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.10.158

Keywords

Suzuki reaction; biaryls; turnover number; Green chemistry

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Pd(DPPF)Cl(2) is shown to be an extremely active catalyst for the Suzuki reaction of aryl bromides in water. This green procedure provides biaryls in excellent yields and high turnover numbers (TONs) (TONs up to 870,000 for the reaction of 1-bromo4-nitrobenzene and phenylboronic acid). A small amount of PEG-2000 also allows the recycling of the palladium catalyst for three times without any significant loss of catalytic activity. (c) 2005 Elsevier Ltd. All rights reserved.

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