Synthesis, spectroscopic, thermal and structural investigations of charge-transfer complexes of 4,4′-trimethylenedipiperidine with chloranil, TBCHD, DDQ, TCNQ and iodine

Lamis Shahada, Adel Mostafa, El Metwally Nour, Hassan S. Bazzi

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

The charge-transfer interactions between the electron donor 4,4′-trimethylenedipiperidine (TMDP) and the acceptors 2,3,5,6-tetrachloro-1,4-benzoquinone (chloranil), 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TBCHD), 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 7,7′,8,8′-tetracyanoquinodimethane (TCNQ) and iodine have been studied spectrophotometrically in CHCI3 solutions. The formed solid charge-transfer complexes were also isolated and characterized through infrared spectra as well as thermal and elemental analysis. The stoichiometry of the complexes was found to be 1:1 in the case of TMDP-chloranil and TMDP-TBCHD systems and 1:2 in the case of TMDP-DDQ and TMDP-TCNQ systems and 1:3 in the case of TMDP-iodine system. Taking this into consideration along with infrared spectra and thermal and elemental analysis, the formed CT-complexes have the formulas [(TMDP)(chloranil)], [(TMDP)(TBCHD)], [(TMDP)(DDQ)2] [(TMDP)(TCNQ)2] and [(TMDP)I]+·I5-, respectively.

Original languageEnglish
Pages (from-to)1-7
Number of pages7
JournalJournal of Molecular Structure
Volume933
Issue number1-3
DOIs
Publication statusPublished - 17 Sep 2009

Fingerprint

Chloranil
Iodine
Charge transfer
Thermoanalysis
Infrared radiation
Chemical analysis
Stoichiometry
Electrons
Hot Temperature
cyclohexadienone
tetracyanoquinodimethane

Keywords

  • 4,4′-Trimethylenedipiperidine
  • Chloranil
  • DDQ
  • Iodine
  • TBCHD
  • TCNQ

ASJC Scopus subject areas

  • Spectroscopy
  • Analytical Chemistry
  • Inorganic Chemistry
  • Organic Chemistry

Cite this

Synthesis, spectroscopic, thermal and structural investigations of charge-transfer complexes of 4,4′-trimethylenedipiperidine with chloranil, TBCHD, DDQ, TCNQ and iodine. / Shahada, Lamis; Mostafa, Adel; Nour, El Metwally; Bazzi, Hassan S.

In: Journal of Molecular Structure, Vol. 933, No. 1-3, 17.09.2009, p. 1-7.

Research output: Contribution to journalArticle

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abstract = "The charge-transfer interactions between the electron donor 4,4′-trimethylenedipiperidine (TMDP) and the acceptors 2,3,5,6-tetrachloro-1,4-benzoquinone (chloranil), 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TBCHD), 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 7,7′,8,8′-tetracyanoquinodimethane (TCNQ) and iodine have been studied spectrophotometrically in CHCI3 solutions. The formed solid charge-transfer complexes were also isolated and characterized through infrared spectra as well as thermal and elemental analysis. The stoichiometry of the complexes was found to be 1:1 in the case of TMDP-chloranil and TMDP-TBCHD systems and 1:2 in the case of TMDP-DDQ and TMDP-TCNQ systems and 1:3 in the case of TMDP-iodine system. Taking this into consideration along with infrared spectra and thermal and elemental analysis, the formed CT-complexes have the formulas [(TMDP)(chloranil)], [(TMDP)(TBCHD)], [(TMDP)(DDQ)2] [(TMDP)(TCNQ)2] and [(TMDP)I]+·I5-, respectively.",
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AB - The charge-transfer interactions between the electron donor 4,4′-trimethylenedipiperidine (TMDP) and the acceptors 2,3,5,6-tetrachloro-1,4-benzoquinone (chloranil), 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TBCHD), 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 7,7′,8,8′-tetracyanoquinodimethane (TCNQ) and iodine have been studied spectrophotometrically in CHCI3 solutions. The formed solid charge-transfer complexes were also isolated and characterized through infrared spectra as well as thermal and elemental analysis. The stoichiometry of the complexes was found to be 1:1 in the case of TMDP-chloranil and TMDP-TBCHD systems and 1:2 in the case of TMDP-DDQ and TMDP-TCNQ systems and 1:3 in the case of TMDP-iodine system. Taking this into consideration along with infrared spectra and thermal and elemental analysis, the formed CT-complexes have the formulas [(TMDP)(chloranil)], [(TMDP)(TBCHD)], [(TMDP)(DDQ)2] [(TMDP)(TCNQ)2] and [(TMDP)I]+·I5-, respectively.

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