Silver, palladium and rhodium complexes of acenaphthylene-anuilated N-heterocyclic carbene ligands: A comparative study

Turkmen H., Sahin O., Buyukgungor O., Cetinkaya B.

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, no.23, pp.4915-4921, 2006 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Publication Date: 2006
  • Doi Number: 10.1002/ejic.200600545
  • Journal Name: EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC), Current Chemical Reactions (CCR)
  • Page Numbers: pp.4915-4921
  • Keywords: N-heterocyclic carbenes, silver complexes, thiones, palladium complexes, rhodium complexes, C-C coupling, TRANSITION-METAL-COMPLEXES, IRIDIUM COMPLEXES, TEMPLATE SYNTHESIS, CATALYTIC-ACTIVITY, COUPLING REACTIONS, C-C, PD(II), ANELLATION, REACTIVITY
  • Ondokuz Mayıs University Affiliated: No

Abstract

The newly prepared carbene precursor 1,3-dimesitylacenaphtho[1,2-d]imidazolinium chloride, (NHC-H)Cl, 3, could be readily converted into the NHC-silver(l) complex, 4, which is an efficient carbene transfer agent and has been used to synthesise thione 5, trans-[PdCl2(NHC)(2)], 6 and [RhCl(NHC)(COD)], 7. All compounds synthesised were characterised by elemental analysis, NMR spectroscopy and the molecular structures of the thione 5 and complex 7 were determined by X-ray crystallography. Complex 7 was converted into cis-[RhCl(NHC)(CO)(2)] and the electron donating properties and trans influence of the NHC ligand were compared with nonamillated counterparts. The catalytic activity in the Heck reaction of 6 and the in situ formed palladium complex was evaluated. The activity of the in situ formed complexes for the Heck coupling of alkenes was high. (c) Wiley-VCH Verlag GmbH & Co.