Synthesis, characterization and spectroscopic structural studies of charge-transfer complexes of 1,4,8,11-tetraazacyclotetradecane-5,7-dione with iodine, TCNE and DDQ

El Metwally Nour, Siham Y. Alqaradawi, Adel Mostafa, Eman Shams, Hassan S. Bazzi

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19 Citations (Scopus)

Abstract

Three novel aqueous and solid charge-transfer complexes are synthesized by the reaction of the polynitrogen cyclic n-donor 1,4,8,11- tetraazacyclotetradecane-5,7-dione (TACTDD) with the σ-acceptor iodine, the aliphatic π-acceptor tetracyanoethylene (TCNE) as well as with the aromatic π-acceptor 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) using chloroform as the medium solvent. Photometric titration measurements of the CT-solution complexes confirm the donor to acceptor ratios are 1:2 for TACTDD-I2 and TACTDD-TCNE reactions while is 1:1 for the reaction TACTDD-DDQ. These reaction stoichiometries are supported by the elemental, thermal and infrared measurements for the formed CT-solids. Accordingly, the reaction products are formulated as [(TACTDD) I]I3, [(TACTDD)(TCNE)2] and [(TACTDD)(DDQ)]. The effect of the substituents, electron donating or withdrawing groups in the donor and acceptors compositions on their CT-interactions is discussed.

Original languageEnglish
Pages (from-to)218-224
Number of pages7
JournalJournal of Molecular Structure
Volume980
Issue number1-3
DOIs
Publication statusPublished - 10 Sep 2010

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Keywords

  • 1,4,8,11-Tetraazacyclotetradecane-5,7-dione
  • CT-complexes
  • DDQ
  • Iodine
  • Spectra
  • TCNE

ASJC Scopus subject areas

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Inorganic Chemistry

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