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Asymmetric Suzuki–Miyaura Coupling in Water with a Chiral Palladium Catalyst Supported on an Amphiphilic Resin
Author(s) -
Uozumi Yasuhiro,
Matsuura Yutaka,
Arakawa Takayasu,
Yamada Yoichi M. A.
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200900469
Subject(s) - aryl , palladium , ethylene glycol , amphiphile , phosphine , catalysis , halide , polystyrene , peg ratio , chemistry , polymer chemistry , suzuki reaction , phenylboronic acid , aryl halide , organic chemistry , copolymer , alkyl , polymer , finance , economics
You oughta use water : Broad functional‐group (FG) tolerance was observed for the title coupling of aryl halides (X=Cl, Br, I) and aryl boronic acids to give biaryl compounds with up to 94 % ee. The chiral imidazoindole phosphine–palladium catalyst supported on an amphiphilic polystyrene–poly(ethylene glycol) (PS–PEG) resin could be recycled readily.