Premium
Development of Efficient and Reusable Diarylphosphinopolystyrene‐Supported Palladium Catalysts for CC Bond Forming Cross‐Coupling Reactions
Author(s) -
Schweizer Stéphane,
Becht JeanMichel,
Le Drian Claude
Publication year - 2007
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200600503
Subject(s) - sonogashira coupling , chemistry , catalysis , palladium , anhydrous , heck reaction , combinatorial chemistry , coupling reaction , organic chemistry , polymer chemistry
Short and versatile syntheses of reusable diarylphosphinopolystyrene‐supported palladium catalysts 3a – j are described. The bis( o ‐tolyl)phosphino catalyst 3b is particularly efficient for the Suzuki and Sonogashira cross‐couplings, whereas the bis( m ‐tolyl)phosphino catalyst 3c is the most active catalyst for Heck reactions. The couplings are performed under non‐anhydrous reaction conditions and require only low amounts of supported palladium (0.5 mequivs. for Suzuki–Miyaura, 1.0 mequiv. for Sonogashira and 0.5 mequivs. for Heck reactions could be sufficient). Catalysts 3a–j are recovered by filtration and can be reused more than four times with no loss of efficiency.