N-Heterocyclic Carbenes: Useful Ligands for the Palladium-Catalysed Direct C5 Arylation of Heteroaromatics with Aryl Bromides or Electron-Deficient Aryl Chlorides


ÖZDEMİR İ., GÖK Y., Ozeroglu O., KALOĞLU M., DOUCET H., BRUNEAU C.

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, no.12, pp.1798-1805, 2010 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: Issue: 12
  • Publication Date: 2010
  • Doi Number: 10.1002/ejic.200901195
  • Journal Name: EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1798-1805
  • Keywords: Aryl halides, Atom economy, C-H activation, Carbenes, Heteroaromatics, Palladium, CROSS-COUPLING REACTIONS, DIRECT C-5 ARYLATION, H BOND ARYLATION, ROOM-TEMPERATURE, PD, COMPLEXES, THIAZOLES, FUNCTIONALIZATION, DERIVATIVES, 1,2,3-TRIAZOLES
  • Inonu University Affiliated: Yes

Abstract

New Pd-N-heterocyclic carbene complexes have been prepared and employed for palladium-catalysed direct arylation of heteroaromatic derivatives by using aryl halides. These catalyst precursors promote the coupling of challenging aryl halides such as deactivated or congested aryl bromides and also activated aryl chlorides. This procedure employs only 1 mol-% of an air-stable palladium complex. This is a practical advantage over the procedures that employ palladium attached to air-sensitive phosphane ligands, which are often used to promote the coupling of such aryl halides.