Synthetic and structural studies of (NHC)Pd(allyl)Cl complexes (NHC = N-heterocyclic carbene)

Mihai S. Viciu, Oscar Navarro, Romain F. Germaneau, Roy A. Kelly, William Sommer, Nicolas Marion, Erwin D. Stevens, Luigi Cavallo, Steven P. Nolan*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

265 Scopus citations

Abstract

The synthesis and structural characterization of a series of palladium complexes bearing N-heterocyclic carbenes (NHC) as supporting ligands are described. The reaction of commercially available [Pd(allyl)Cl]2 and isolated or in situ generated NHC leads to monomeric palladium complexes where one NHC is bound to the metal center, as indicated by spectroscopic and single-crystal X-ray diffraction studies. The relative reactivity trend for these complexes as catalysts in aryl amination is discussed in terms of ligand steric properties, which vary as a function of imidazole-nitrogen substituents and perturbation resulting in modulation of ring planarity. The concept of buried volume is used to quantify the steric demand of each NHC in the corresponding complexes.

Original languageEnglish (US)
Pages (from-to)1629-1635
Number of pages7
JournalOrganometallics
Volume23
Issue number7
StatePublished - Mar 29 2004
Externally publishedYes

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry

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