Charge-transfer complexes formed in the reaction of 1,4,7,10- tetraazacyclododecane with π-electron acceptors

Siham Y. Alqaradawi, Adel Mostafa, Hassan S. Bazzi

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The reactions of the electron donor 1,4,7,10-tetraazacyclododecane (TACDD) with the π-electron acceptors 7,7,8,8-tetracyanoquinodimethane (TCNQ), tetracyanoethylene (TCNE), 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), 2,3,5,6-tetrachloro-1,4-benzoquinone (CHL) and 2,4,4,6-tetrabromo-2,5- cyclohexadienone (TBCHD) were studied spectrophotometrically in chloroform at room temperature. The electronic and infrared spectra of the formed molecular charge-transfer (CT) complexes were recorded. The obtained results showed that the stoichiometries of the reactions are fixed and depend on the nature of both the donor and the acceptor. Based on the obtained data, the formed charge-transfer complexes were formulated as [(Donor)(Acceptor)2] for the donor (TACDD) and the acceptors TCNQ, TCNE, DDQ, CHL and TBCHD. These CT-complexes were isolated as solids and have been characterized through electronic and infrared spectra as well as elemental and thermal analysis measurements. The formation constants (KCT), charge transfer energy (ECT), molar extinction coefficients (εCT), free energy change ΔG0, ionization potential Ip and oscillator strength of the formed CT-complexes were obtained.

Original languageEnglish
Pages (from-to)209-217
Number of pages9
JournalJournal of Molecular Structure
Publication statusPublished - 10 Apr 2013



  • Charge-transfer
  • Spectra
  • TCNQ

ASJC Scopus subject areas

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Inorganic Chemistry

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