Resorcinarene-mono-benzimidazolium salts as NHC ligands for Suzuki-Miyaura cross-couplings catalysts

Isci Ü., AYGÜN M., SEVİNÇEK R., Zorlu Y., DUMOULIN F.

TURKISH JOURNAL OF CHEMISTRY, vol.39, no.6, pp.1300-1310, 2015 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 39 Issue: 6
  • Publication Date: 2015
  • Doi Number: 10.3906/kim-1506-50
  • Journal Name: TURKISH JOURNAL OF CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.1300-1310
  • Keywords: Suzuki-Miyaura reaction, resorcinarene, cavitand, N-heterocyclic carbene, benzimidazolium salt, catalyst, BRIDGED RESORCINARENES, EFFICIENT CATALYSTS, IMIDAZOLIUM SALTS, SYSTEMS, CYCLODEXTRINS, COMPLEXES, POLYETHYLENEIMINE, TETRAPHOSPHINE, AGGREGATION, CAVITAND
  • Marmara University Affiliated: No

Abstract

Two mono-benzimidazolium salts of resorcinarene have been prepared and used as ligands in Suzuki-Miyaura cross-coupling reactions. They have been fully characterized by H-1 and C-13 NMR, MALDI, and FT-IR spectroscopic methods, and their structures were confirmed by X-ray diffraction analysis. These two new resorcinarene-based monobenzimidazolium salts showed good catalytic activity for coupling reactions in DMF. The highest conversion was achieved for arylation of 4-bromotoluene using the resorcinarenyl mono-dimethylbenzimidazolium salt.