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, cilt.511, 2020 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 511
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1016/j.ica.2020.119792
  • Dergi Adı: INORGANICA CHIMICA ACTA
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chimica
  • Anahtar Kelimeler: N-heterocyclic carbene, Ferrocenyl-imidazolium salts, PEPPSI-type NHC palladium complexes, X-ray crystallography, PD-II, REACTIVITY, PRECURSOR, LIGANDS
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

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.