Synthesis and spectroscopic studies on charge-transfer molecular complexes formed in the reaction of imidazole and 1-benzylimidazole with σ- And π-acceptors

Adel Mostafa, Hassan S. Bazzi

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20 Citations (Scopus)

Abstract

The spectrophotometric characteristics of the solid charge-transfer molecular complexes (CT) formed in the reaction of the electron donors imidazole (IML) and 1-benzylimidazole (BIML) with the σ-acceptor iodine and π-acceptors 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), tetracyanoethylene (TCNE) and 2,3,5,6-tetrachloro-1,4-benzoquinone (CHL) have been studied in chloroform at 25 °C. These were investigated through electronic and infrared spectra as well as elemental analysis. The results show that the formed solid CT-complexes have the formulas [(IML) 2 I]I 3, [(IML)(DDQ)], [(IML) 2(TCNE) 5] and [(IML)(CHL)] for imidazole and [(BIML) I]I 3, [(BIML)(DDQ) 2], [(BIML)(TCNE) 2] and [(BIML)(CHL) 2] for 1-benzylimidazole in full agreement with the known reaction stoichiometries in solution as well as the elemental measurements. The formation constant K CT, molar extinction coefficient ε CT, free energy change ΔG 0, CT energy E CT and ionization potential Ip have been calculated for the CT-complexes [(IML) 2 I]I 3, [(IML)(DDQ)], [(IML)(CHL)], [(BIML) I]I 3, [(BIML)(DDQ) 2], [(BIML)(TCNE) 2] and [(BIML)(CHL) 2].

Original languageEnglish
Pages (from-to)1613-1620
Number of pages8
JournalSpectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume79
Issue number5
DOIs
Publication statusPublished - Sep 2011

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Keywords

  • 1-Benzylimidazole
  • CHL
  • DDQ
  • Imidazole
  • Iodine
  • TCNE

ASJC Scopus subject areas

  • Analytical Chemistry
  • Atomic and Molecular Physics, and Optics
  • Instrumentation
  • Spectroscopy

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