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Polymer‐Supported Carbene Complexes of Palladium: Well‐Defined, Air‐Stable, Recyclable Catalysts for the Heck Reaction
Author(s) -
Schwarz Jürgen,
Böhm Volker P. W.,
Gardiner Michael G.,
Grosche Manja,
Herrmann Wolfgang A.,
Hieringer Wolfgang,
RaudaschlSieber Gabriele
Publication year - 2000
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/(sici)1521-3765(20000515)6:10<1773::aid-chem1773>3.0.co;2-p
Subject(s) - carbene , palladium , polystyrene , catalysis , heck reaction , chemistry , dissociation (chemistry) , leaching (pedology) , polymer chemistry , chelation , ligand (biochemistry) , polymer , combinatorial chemistry , organic chemistry , medicinal chemistry , biochemistry , environmental science , receptor , soil science , soil water
N ‐Heterocyclic dicarbene chelate complexes of formula [ cis ‐CH 2 {N(H)CC(H)N(R)C} 2 PdX 2 ] (X=Br, I; R=(CH 2 ) n OH; n =2, 3) have been prepared and structurally characterized (for X=I, n =2). The complexes were immobilized on a functionalized polystyrene support (Wang resin) through one of the oxygen centres. The complexes efficiently catalyze the Heck reaction of activated and non‐activated arylbromides, are recyclable under aerobic conditions and exhibit hardly any leaching, which is in line with our theoretical investigations on ligand dissociation energies related to Pd 0 and Pd II centres.