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 (Peer-Reviewed Journal) 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, 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

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.