A Comparative Study on (NHC)Pd(acac)Cl Complexes (NHC = N-heterocyclic carbene): Indications for the Origin of the Different Reactivity of Saturated and Unsaturated NHC in Cross-Coupling Reactions

Ole H. Winkelmann, Andrei Riekstins, Steven P. Nolan, Oscar Navarro

Research output: Contribution to journalArticlepeer-review

61 Citations (Scopus)

Abstract

The synthesis of the new well-defined and air-stable complex (SIPr)Pd(acac)Cl (SIPr = 1,3-bis(2,6-diisopropylpheiiyl)imidazolin-2-ylidene) is described, and the catalytic activity of this new complex has been tested in the alpha-arylation of ketones and in Buchwald-Hartwig amination reactions. The significant differences in catalytic performance when compared to the previously reported, unsaturated counterpart (IPr)Pd(acac)Cl (IPr = 1,3-bis(2,6-diisopropylplienyl)imidazol-2-ylidene) are discussed by means of X-ray crystallography and on the basis of their varying solution dynamics, observed by H-1 NMR spectroscopy.

Original languageEnglish
Pages (from-to)5809-5813
Number of pages5
JournalOrganometallics
Volume28
Issue number19
DOIs
Publication statusPublished - 12 Oct 2009

Keywords

  • OLEFIN METATHESIS
  • ELECTRONIC-PROPERTIES
  • (NHC)PD(ALLYL)CL NHC
  • PALLADIUM COMPLEXES
  • TRANSITION-METALS
  • LIGANDS
  • CATALYSTS
  • EFFICIENT

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