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Palladium Catalyst Systems for Cross‐Coupling Reactions of Aryl Chlorides and Olefins
Author(s) -
Zapf Alexander,
Beller Matthias
Publication year - 2001
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20010702)7:13<2908::aid-chem2908>3.0.co;2-r
Subject(s) - aryl , palladium , chemistry , chlorobenzene , catalysis , phosphine , heck reaction , coupling reaction , steric effects , polymer chemistry , acrylate , ligand (biochemistry) , amide , trifluoromethyl , solvent , base (topology) , organic chemistry , styrene , copolymer , mathematical analysis , biochemistry , alkyl , polymer , receptor , mathematics
A detailed investigation into the influence of phosphines, additives, bases and solvents on the Heck coupling reaction of 4‐trifluoromethyl‐1‐chlorobenzene ( 2 ) is presented. It is shown that a number of catalyst systems exist for efficient cross coupling of electron‐deficient aryl chlorides with various olefins. Basicity and steric demand of the ligand are two factors which determine the success of the reaction. In addition the phosphine/palladium ratio, the correct type and amount of additive, and finally the use of an appropriate base and solvent are also important. The optimised reaction conditions are applied for the arylation of styrene, 2‐ethylhexyl acrylate and N , N‐ dimethyl acrylic amide with various aryl chlorides.