Charge-transfer complexes of 4-methylpiperidine with σ- And π-acceptors

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

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

The solid charge-transfer (CT) molecular complexes formed in the reaction of the electron donor 4-methylpiperidine (4MP) with the σ-electron acceptor iodine and π-acceptors 7,7,8,8-tetracyanoquinodimethane (TCNQ), 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and 2,4,4,6-tetrabromo-2,5- cyclohexadienone (TBCHD) have been investigated spectrophotometrically in chloroform at 25 °C. These were characterized through electronic and infrared spectra as well as elemental and thermal analysis. The obtained results showed that the formed solid CT-complexes have the formulas [(4MP) I] +I- 3, [(4MP)(DDQ)2] and [(4MP)(TBCHD)] and with TCNQ the adduct [TCMPQDM] is obtained through N-substitution reaction in full agreement with the known reaction stoichiometries in solution as well as the elemental measurements. The formation constant KCT, molar extinction coefficient εCT, free energy change ΔG0, CT energy ECT and the ionization potential Ip have been calculated for the CT-complexes [(4MP) I] +I- 3, [(4MP)(DDQ)2] and [(4MP)(TBCHD)].

Original languageEnglish
Pages (from-to)498-505
Number of pages8
JournalSpectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume135
DOIs
Publication statusPublished - 25 Jan 2015

Fingerprint

Charge transfer
charge transfer
Electrons
Ionization potential
quinones
Chlorine compounds
Iodine
chloroform
electronic spectra
Stoichiometry
ionization potentials
Thermoanalysis
Free energy
adducts
iodine
stoichiometry
thermal analysis
extinction
electrons
Substitution reactions

Keywords

  • 4-Methylpiperidine
  • DDQ
  • Iodine
  • Spectra
  • TBCHD

ASJC Scopus subject areas

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

Cite this

Charge-transfer complexes of 4-methylpiperidine with σ- And π-acceptors. / Alqaradawi, Siham Y.; Mostafa, Adel; Bazzi, Hassan S.

In: Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, Vol. 135, 25.01.2015, p. 498-505.

Research output: Contribution to journalArticle

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N2 - The solid charge-transfer (CT) molecular complexes formed in the reaction of the electron donor 4-methylpiperidine (4MP) with the σ-electron acceptor iodine and π-acceptors 7,7,8,8-tetracyanoquinodimethane (TCNQ), 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and 2,4,4,6-tetrabromo-2,5- cyclohexadienone (TBCHD) have been investigated spectrophotometrically in chloroform at 25 °C. These were characterized through electronic and infrared spectra as well as elemental and thermal analysis. The obtained results showed that the formed solid CT-complexes have the formulas [(4MP) I] +I- 3, [(4MP)(DDQ)2] and [(4MP)(TBCHD)] and with TCNQ the adduct [TCMPQDM] is obtained through N-substitution reaction in full agreement with the known reaction stoichiometries in solution as well as the elemental measurements. The formation constant KCT, molar extinction coefficient εCT, free energy change ΔG0, CT energy ECT and the ionization potential Ip have been calculated for the CT-complexes [(4MP) I] +I- 3, [(4MP)(DDQ)2] and [(4MP)(TBCHD)].

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