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Fluorous‐Silica‐Supported Perfluoro‐Tagged Palladium Complexes Catalyze Suzuki Couplings in Water
Author(s) -
Tzschucke Carl Christoph,
Bannwarth Willi
Publication year - 2004
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200490260
Subject(s) - chemistry , leaching (pedology) , palladium , catalysis , aryl , silica gel , phase (matter) , organic chemistry , water soluble , polymer chemistry , combinatorial chemistry , alkyl , environmental science , soil science , soil water
Abstract Different Pd‐complexes (see 2a – d and 3 ) with and without perfluoroalkyl tags were deposited on fluorous reversed‐phase silica 1 and unmodified silica gel. These supported complexes were successfully used as precatalysts for the Suzuki reaction in H 2 O. H 2 O‐Soluble aryl bromides were easily converted to the corresponding biphenyls. Although none of the complexes is H 2 O‐soluble, the active catalyst is most likely homogeneously dissolved. Nevertheless, the Pd‐leaching into the product was low.