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Synthesis 2009(14): 2408-2412
DOI: 10.1055/s-0029-1216832
DOI: 10.1055/s-0029-1216832
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Kumada Cross-Coupling of Aryl Grignard Reagents with Aryl Halides Catalyzed by an Immobilized Nickel Catalyst
Further Information
Received
22 January 2009
Publication Date:
27 May 2009 (online)
Publication History
Publication Date:
27 May 2009 (online)
Abstract
The Kumada cross-coupling reaction of a variety of unactivated aryl bromides and aryl chlorides with phenylmagnesium bromide has been developed. The reaction is catalyzed by an immobilized nickel(II) complex containing a pyrrolidine unit, which is part of a bidentate nitrogen ligand. The catalyst is highly efficient for the Kumada reaction, which proceeds smoothly at 10 ˚C to generate the corresponding products in good to excellent yields. In addition, the catalyst can be reused five times without significant loss of activity.
Key words
Kumada cross-coupling - immobilized nickel(II) complex - bidentate nitrogen ligands - Grignard reagents - aryl halides
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