Benzimidazole-based N-heterocyclic carbene silver complexes as catalysts for the formation of carbonates from carbon dioxide and epoxides

Nawaz Z., Ullah H., Gurbuz N., Zafar M. N., Verpoort F., Tahir M. N., ...Daha Fazla

MOLECULAR CATALYSIS, cilt.526, 2022 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 526
  • Basım Tarihi: 2022
  • Doi Numarası: 10.1016/j.mcat.2022.112369
  • Dergi Adı: MOLECULAR CATALYSIS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chimica, Compendex
  • Anahtar Kelimeler: Carbon dioxide insertion, N-heterocyclic carbene, Silver complexes, Cyclic carbonate, Homogeneous catalysis, CYCLIC CARBONATES, CHEMICAL FIXATION, CO2 FIXATION, AMBIENT-TEMPERATURE, EFFICIENT CATALYST, ORGANIC CARBONATES, METAL, ACTIVATION, ORGANOCATALYSTS, CYCLOADDITION
  • İnönü Üniversitesi Adresli: Evet

Özet

A series of left-to-right inequivalent 1,3-disubstituted benzimidazolium halide pro-ligands having the general formula [(BNHCCH2OxMe)-B-R][X] (R = 3-Me-Bn, 3,5-Me-2-Bn, 2,4,6-Me-3-Bn, 2,3,5,6-Me-4-Bn, 2,3,4,5,6-Me-5-Bn, 3,4,5-(OMe)(3)-Bn, or 4-Bu-t-Bn; X = Cl, Br) were synthesized by the alkylation of 1-((3-methyloxetan-3-yl)methyl)benzimidazole. The corresponding Ag complexes, ((BNHCCH2OxMe)-B-R) AgX, were prepared following pro-ligand addition to Ag2O. These compounds were characterized using spectroscopic techniques such as FT-IR, NMR spectroscopy, and single-crystal X-ray diffraction. The solid-state structure of ((3-Me-BnBNHCCH2OxMe))AgCl revealed a linear monomer while [((2,4,6-Me3-BnBNHCCH2OxMe))AgCl](2) was found to exist as a dimer with pseudo trigonal planar geometry about each metal center. The synthesized ((BNHCCH2OxMe)-B-R)AgX complexes were found to be efficient for the addition of carbon dioxide to epoxides to yield value-added cyclic carbonates at ambient pressure. Amongst the investigated complexes, the bimetallic complex [((2,4,6-Me3-BnBNHCCH2OxMe))AgCl](2) was found to be the most active for CO2 insertion, exhibiting favorable activity when compared to known NHC complexes.