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Synthesis 2005(14): 2287-2292
DOI: 10.1055/s-2005-870013
DOI: 10.1055/s-2005-870013
PAPER
© Georg Thieme Verlag Stuttgart · New YorkPalladium-Phosphinous Acid Catalyzed Cross-Coupling of Aryl Halides Using a Hypervalent Phenylsilane in Water
Further Information
Received
28 February 2005
Publication Date:
13 July 2005 (online)
Publication History
Publication Date:
13 July 2005 (online)

Abstract
A palladium-phosphinous acid catalyzed NaOH-promoted cross-coupling methodology that affords biaryls from tetrabutylammonium triphenyldifluorosilicate and aryl halides in good to high yields has been developed. The coupling proceeds in aqueous 0.5 M NaOH solution in the absence of organic co-solvents and does not require inert atmosphere, which greatly facilitates operation and catalyst handling.
Key words
biaryls - cross-coupling - silicon - palladium - catalysis
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References
Bond dissociation energies for PhX; X = Cl: 96 kcal/mol, X = Br: 81 kcal/mol, X = I: 65 kcal/mol.