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Tetraalkylammonium‐Free Heck Olefination of Deactivated Chloroarenes by Using a Macrocyclic Catalyst Precursor
Author(s) -
Röhlich Christoph,
Köhler Klaus
Publication year - 2010
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/chem.200903331
Subject(s) - heck reaction , aryl , catalysis , combinatorial chemistry , palladium , chemistry , bromide , organic chemistry , computer science , alkyl
Palladium reservoir : A macrocyclic dinuclear Pd complex is applied to the Heck coupling of strongly deactivated aryl chlorides. The complex serves as a very stable precatalyst, which releases active Pd under normal reaction conditions (see scheme). The controlled release and recapture of active Pd provides sufficient stabilization to supersede the addition of tetrabutylammonium bromide. Quantitative conversions can be achieved under additive‐free conditions.