Synthesis of ferrocenyl imidazolium salts and their novel PEPPSI-type N-heterocyclic carbene (NHC) palladium complexes

Yenisar B., Firinei R., Özdemir N., Gunay M. E.

INORGANICA CHIMICA ACTA, vol.511, 2020 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 511
  • Publication Date: 2020
  • Doi Number: 10.1016/j.ica.2020.119792
  • Journal Name: INORGANICA CHIMICA ACTA
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chimica
  • Keywords: N-heterocyclic carbene, Ferrocenyl-imidazolium salts, PEPPSI-type NHC palladium complexes, X-ray crystallography, PD-II, REACTIVITY, PRECURSOR, LIGANDS
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

The novel PEPPSI-type palladium complexes of ferrocenyl-functionalized N-heterocyclic carbenes (NHCs) with different substituents were synthesized. The synthesis of these ferrocenyl-NHCs ligands involves the reaction of the alcohol 1-(ferrocenyl)ethanol successively with 1-substituted imidazole in glacial acetic acid. Following that, the novel PEPPSI-type NHC palladium complexes were prepared by heating their imidazolium salts with PdCl2, K2CO3 in neat pyridine. In addition, deprotonation of N-ferrocenylethyl-N '-(2,4,6-trimethylphenyl)imidazolium chloride (2a) and then its reaction with S-8 gave imidazole-2-thione (5). All ligand precursors and all palladium complexes were characterized by elemental analysis, H-1 and C-13 NMR, and X-ray diffraction methods for two examples.