Palladium(II)-NHC complexes containing benzimidazole ligand as a catalyst for C-N bond formation

DOGAN O., DEMIR S., ÖZDEMİR İ., Cetinkaya B.

APPLIED ORGANOMETALLIC CHEMISTRY, vol.25, no.3, pp.163-167, 2011 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 25 Issue: 3
  • Publication Date: 2011
  • Doi Number: 10.1002/aoc.1731
  • Journal Name: APPLIED ORGANOMETALLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.163-167
  • Keywords: benzimidazolium salt, palladium catalysis, amination, N-heterocyclic carbene, HETEROCYCLIC-CARBENE COMPLEXES, CROSS-COUPLING REACTIONS, ARYL BROMIDES, EFFICIENT CATALYSTS, CHLORIDES, NHC, AMINATION, CHEMISTRY
  • Inonu University Affiliated: Yes

Abstract

The reaction of 2-(2-bromoethyl)-1,3-dioxane with 1-alkylbenzimidazole derivatives results in the formation of the new benzimidazoliumsalts (1). The reaction of Pd(OAc)(2) with1,3-dialkylbenzimidazoliumsalts(1a-c) yields palladium N-heterocyclic carbene (NHC) complexes (2a-c). All synthesized compounds were characterized by (HNMR)-H-1, (CNMR)-C-13, IR and elemental analysis techniques which support the proposed structures. As catalysts, these new palladium complexes offer a simple and efficient methodology for the synthesis of triarylamines and secondary amines from anilines and amines and in a single step with potassium tertiary butoxide as a base. Copyright (C) 2010 John Wiley & Sons, Ltd.