N-heterocyclic carbene palladium complexes bearing carboxylate ligands and their catalytic activity in the hydroarylation of alkynes

M S Viciu, E D Stevens, J L Petersen, Steven Patrick Nolan

Research output: Contribution to journalArticlepeer-review

124 Citations (Scopus)

Abstract

The synthesis and reactivity of palladium acetate/trifluoroacetate complexes stabilized by the presence of N-heterocyclic carbene (NHC) ligands are described. The structures and coordination characteristics of both (IPr)Pd(OAc)(2) (1) and (IPr)Pd(OOCCF3)(2)(H2O) (2) were elucidated by spectroscopic and X-ray diffraction studies. The structure of 1 shows a novel coordination of the anions in a monomeric complex, with one acetate anion acting as a monodentate ligand while the second one coordinates through both oxygens. The NHC ligands in 1 and 2 are stable under acidic conditions. The complexes were used as precatalysts in the hydroarylation of alkynes. Using this simple protocol, a number of arenes react with various alkynes to produce stilbenes.

Original languageEnglish
Pages (from-to)3752-3755
Number of pages4
JournalOrganometallics
Volume23
Issue number15
DOIs
Publication statusPublished - 19 Jul 2004

Keywords

  • SYSTEMS
  • ALCOHOLS
  • ARENES

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