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Efficient Diphosphane‐Based Catalyst for the Palladium‐Catalyzed Suzuki Cross‐Coupling Reaction of 3‐Pyridylboronic Acids
Author(s) -
Fu XingLi,
Wu LeiLei,
Fu HaiYan,
Chen Hua,
Li RuiXiang
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900038
Subject(s) - chemistry , palladium , catalysis , steric effects , aryl , coupling reaction , suzuki reaction , halide , medicinal chemistry , phos , organic chemistry , combinatorial chemistry , biochemistry , alkyl
A highly active catalyst system derived from PdCl 2 and2,2′,6,6′‐tetramethoxy‐4,4′‐bis(diphenylphosphanyl)‐3,3′‐bipyridine (P‐Phos) has been developed for the Suzuki cross‐coupling reaction of pyridylboronic acid with a variety of aryl halides in good to excellent yields, even in the presence of hindered and functional groups. In addition, P‐Phos also exhibited high activity in the palladium‐catalyzed Suzuki reaction of 2,6‐dimethoxypyridylboronic acid in excellent yields with a fast rate. The steric and electronic effects of the P‐Phos–palladium complex to this cross‐coupling reaction were also discussed.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)