Synthesis, characterization and catalytic activity of N-heterocyclic carbene ligated Schiff base palladacycles

BABAHAN İ., FIRINCI R., Özdemir N., Gunay M. E.

INORGANICA CHIMICA ACTA, vol.522, 2021 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 522
  • Publication Date: 2021
  • Doi Number: 10.1016/j.ica.2021.120360
  • Journal Name: INORGANICA CHIMICA ACTA
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core
  • Keywords: Imine-palladacycle, N-heterocyclic carbene, Schiff base, Imidazol-2-ylidene, Catalysis, Suzuki?Miyaura cross-coupling reaction, CROSS-COUPLING REACTIONS, SUZUKI-MIYAURA REACTIONS, CYCLOPALLADATED COMPLEXES, EFFICIENT CATALYSTS, CRYSTAL-STRUCTURE, TERDENTATE C,N,N, ARYL CHLORIDES, PD-II, PALLADIUM, LIGANDS
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

A series of N-heterocyclic carbene (NHC) ligated Schiff base palladacycles were synthesized by the reaction of ?-acetato-bridged Schiff base palladacycles (PdL1-2) with imidazolium salts (a-c). The new NHC ligated palladacycles were fully characterized using 1H NMR, 13C NMR, infrared spectroscopy, MS analysis, and single-crystal X-ray diffraction for one complex (PdL1). Further exploration of the catalytic application of the palladacycles for Suzuki-Miyaura cross-coupling reactions of aryl bromides with phenylboronic acid was carried out. It was determined that the new dimeric imine-palladacycle (PdL2) exhibits the highest catalytic activity among the coupling compounds in this study.