Direct arylation (hetero-coupling) of heteroarenes via unsymmetrical palladium-PEPPSI-NHC type complexes

Nawaz Z., Gürbüz N., Zafar M. N., Tahir M. N., Ashfaq M., Karci H., ...More

POLYHEDRON, vol.208, 2021 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 208
  • Publication Date: 2021
  • Doi Number: 10.1016/j.poly.2021.115412
  • Journal Name: POLYHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core
  • Keywords: Benzimidazolium Chlorides, Palladium-PEPPSI, Homogeneous catalyst, C-H bond activation, Direct arylation reaction, C-H ARYLATION, CATALYZED DIRECT ARYLATION, ARYL BROMIDES, BOND, FUNCTIONALIZATION, IMIDAZOLES, LIGAND, BENZOXAZOLES, ACTIVATION, THIOPHENE
  • Inonu University Affiliated: Yes

Abstract

The growing interest of industry in the field of bi(hetero)arenes compounds, motivated us to synthesize these compounds via homogeneous catalytic route by using Pd PEPPSI-type complexes through direct arylation. In this work, the five new Pd PEPPSI-type complexes bearing NHC spectator ligands were synthesized and characterized by a bunch of spectroscopic techniques. Further confirmations of structural details were provided by a single crystal X-ray diffraction study of one pro-ligand and one complex. All these newly synthesized Pd-carbene complexes were found significantly active as catalysts toward direct arylation of five members heterocyclic compounds such as n-propylthaizole, 2-acetylfurane and 2-acetylthiophene with aryl bromides derivatives. These catalysts give significantly good results within two hours with just 1 mol % catalyst loading.