Polymer-supported carbene complexes of palladium: Well-defined, air-stable, recyclable catalysts for the heck reaction

Jürgen Schwarz, Volker P.W. Böhm, Michael G. Gardiner, Manja Grosche, Wolfgang A. Herrmann, Wolfgang Hieringer, Gabriele Raudaschl-Sieber

Research output: Contribution to journalArticlepeer-review

390 Scopus citations

Abstract

N-Heterocyclic dicarbene chelate complexes of formula [cis-CH2{N(H)C=C(H)N(R)C}2PdX2] (X = Br, I; R = (CH2)nOH; 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 Pd0 and Pd11 centres.

Original languageEnglish
Pages (from-to)1773-1780
Number of pages8
JournalChemistry - A European Journal
Volume6
Issue number10
DOIs
StatePublished - 15 May 2000

Keywords

  • C-C coupling
  • Carbene complexes
  • Catalysts
  • Immobilization
  • Palladium

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