Synthesis of Quinoxaline-Linked Bis(Benzimidazolium) Salts and Their Catalytic Application in Palladium-Catalyzed Direct Arylation of Heteroarenes


KALOĞLU M., Sahan M. H., Dusunceli S., ÖZDEMİR İ.

CATALYSIS LETTERS, vol.152, no.7, pp.2012-2024, 2022 (SCI-Expanded, Scopus)

  • Publication Type: Article / Article
  • Volume: 152 Issue: 7
  • Publication Date: 2022
  • Doi Number: 10.1007/s10562-021-03787-2
  • Journal Name: CATALYSIS LETTERS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, PASCAL, Chemical Abstracts Core, Chimica, Compendex
  • Page Numbers: pp.2012-2024
  • Keywords: N-Heterocyclic carbene, Quinoxaline, Multidentate ligand, Palladium, Catalysis, Direct arylation, Heteroarene, HETEROCYCLIC CARBENE COMPLEXES, CROSS-COUPLING REACTIONS, H BOND ARYLATION, ARYL BROMIDES, STRUCTURAL-CHARACTERIZATION, PRECURSORS SYNTHESIS, PINCER COMPLEXES, NICKEL-COMPLEXES, NHC COMPLEXES, LIGANDS
  • Inonu University Affiliated: Yes

Abstract

In this study, quinoxaline-linked bis(benzimidazolium) salts were synthesized as bis-N-heterocyclic carbene (NHC) precursors. These bis(NHC) precursors were used as multidentate ligands for the construction of bi(hetero)aryls by palladium-catalyzed direct C-H activation process. The in situ prepared palladium complexes by mixtures of the Pd(OAc)(2) and the bis(NHC) precursors were used as the catalyst for direct C-H activation of heteroarenes. These catalytic system exhibited a modest catalytic activity in the direct C-H activation of five-membered heteroarenes with a wide range of (hetero)aryl bromides.