Synthesis, spectroscopic and thermal studies of charge-transfer molecular complexes formed in the reaction of 1,4-bis (3-aminopropyl) piperazine with σ- And π acceptors

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

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10 Citations (Scopus)

Abstract

In the present study, solid charge-transfer (CT) molecular complexes formed in the reaction of the electron donor 1,4-bis (3-aminopropyl) piperazine (APPIP) with the σ-electron acceptor iodine and π-acceptors 7,7,8,8-tetracyanoquinodimethane (TCNQ), tetracyanoethylene (TCNE), 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 [(APPIP) I] + I3-, [(APPIP)(TCNQ)], [(APPIP) 2(TCNE) 3], [(APPIP)(DDQ)] and [(APPIP)(TBCHD)] in full agreement with the known reaction stoichiometries in solution as well as the elemental measurements. The formation constant K CT, molar extinction coefficient CT, free energy change ΔG 0, CT energy E CT and the ionization potential Ip have been calculated for the CT complexes [(APPIP) I] + I3-, [(APPIP)(TCNQ)], [(APPIP)(DDQ)] and [(APPIP)(TBCHD)].

Original languageEnglish
Pages (from-to)172-180
Number of pages9
JournalJournal of Molecular Structure
Volume1011
DOIs
Publication statusPublished - 14 Mar 2012

Fingerprint

Charge transfer
Hot Temperature
piperazine
1,4-bis(3-aminopropyl)piperazine
Electrons
Ionization potential
Chloroform
Stoichiometry
Iodine
Thermoanalysis
Free energy
Infrared radiation
Chemical analysis
cyclohexadienone
tetracyanoquinodimethane

Keywords

  • 1,4-Bis (3-aminopropyl) piperazine
  • Charge-transfer
  • Iodine
  • Spectra
  • TBCHD
  • Thermal analysis

ASJC Scopus subject areas

  • Spectroscopy
  • Analytical Chemistry
  • Inorganic Chemistry
  • Organic Chemistry

Cite this

@article{d75a307d12dd4026bb28eb3157c4be31,
title = "Synthesis, spectroscopic and thermal studies of charge-transfer molecular complexes formed in the reaction of 1,4-bis (3-aminopropyl) piperazine with σ- And π acceptors",
abstract = "In the present study, solid charge-transfer (CT) molecular complexes formed in the reaction of the electron donor 1,4-bis (3-aminopropyl) piperazine (APPIP) with the σ-electron acceptor iodine and π-acceptors 7,7,8,8-tetracyanoquinodimethane (TCNQ), tetracyanoethylene (TCNE), 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 [(APPIP) I] + I3-, [(APPIP)(TCNQ)], [(APPIP) 2(TCNE) 3], [(APPIP)(DDQ)] and [(APPIP)(TBCHD)] in full agreement with the known reaction stoichiometries in solution as well as the elemental measurements. The formation constant K CT, molar extinction coefficient CT, free energy change ΔG 0, CT energy E CT and the ionization potential Ip have been calculated for the CT complexes [(APPIP) I] + I3-, [(APPIP)(TCNQ)], [(APPIP)(DDQ)] and [(APPIP)(TBCHD)].",
keywords = "1,4-Bis (3-aminopropyl) piperazine, Charge-transfer, Iodine, Spectra, TBCHD, Thermal analysis",
author = "Alqaradawi, {Siham Y.} and Adel Mostafa and Bazzi, {Hassan S.}",
year = "2012",
month = "3",
day = "14",
doi = "10.1016/j.molstruc.2012.01.002",
language = "English",
volume = "1011",
pages = "172--180",
journal = "Journal of Molecular Structure",
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TY - JOUR

T1 - Synthesis, spectroscopic and thermal studies of charge-transfer molecular complexes formed in the reaction of 1,4-bis (3-aminopropyl) piperazine with σ- And π acceptors

AU - Alqaradawi, Siham Y.

AU - Mostafa, Adel

AU - Bazzi, Hassan S.

PY - 2012/3/14

Y1 - 2012/3/14

N2 - In the present study, solid charge-transfer (CT) molecular complexes formed in the reaction of the electron donor 1,4-bis (3-aminopropyl) piperazine (APPIP) with the σ-electron acceptor iodine and π-acceptors 7,7,8,8-tetracyanoquinodimethane (TCNQ), tetracyanoethylene (TCNE), 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 [(APPIP) I] + I3-, [(APPIP)(TCNQ)], [(APPIP) 2(TCNE) 3], [(APPIP)(DDQ)] and [(APPIP)(TBCHD)] in full agreement with the known reaction stoichiometries in solution as well as the elemental measurements. The formation constant K CT, molar extinction coefficient CT, free energy change ΔG 0, CT energy E CT and the ionization potential Ip have been calculated for the CT complexes [(APPIP) I] + I3-, [(APPIP)(TCNQ)], [(APPIP)(DDQ)] and [(APPIP)(TBCHD)].

AB - In the present study, solid charge-transfer (CT) molecular complexes formed in the reaction of the electron donor 1,4-bis (3-aminopropyl) piperazine (APPIP) with the σ-electron acceptor iodine and π-acceptors 7,7,8,8-tetracyanoquinodimethane (TCNQ), tetracyanoethylene (TCNE), 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 [(APPIP) I] + I3-, [(APPIP)(TCNQ)], [(APPIP) 2(TCNE) 3], [(APPIP)(DDQ)] and [(APPIP)(TBCHD)] in full agreement with the known reaction stoichiometries in solution as well as the elemental measurements. The formation constant K CT, molar extinction coefficient CT, free energy change ΔG 0, CT energy E CT and the ionization potential Ip have been calculated for the CT complexes [(APPIP) I] + I3-, [(APPIP)(TCNQ)], [(APPIP)(DDQ)] and [(APPIP)(TBCHD)].

KW - 1,4-Bis (3-aminopropyl) piperazine

KW - Charge-transfer

KW - Iodine

KW - Spectra

KW - TBCHD

KW - Thermal analysis

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U2 - 10.1016/j.molstruc.2012.01.002

DO - 10.1016/j.molstruc.2012.01.002

M3 - Article

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