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

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

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
Volume1037
DOIs
Publication statusPublished - 10 Apr 2013

Fingerprint

Charge transfer
Electrons
Chloranil
Infrared radiation
Ionization potential
Chloroform
Stoichiometry
Thermoanalysis
Free energy
cyclen
Chemical analysis
Temperature
cyclohexadienone
tetracyanoethylene
tetracyanoquinodimethane

Keywords

  • Charge-transfer
  • Spectra
  • TACDD
  • TBCHD
  • TCNQ

ASJC Scopus subject areas

  • Spectroscopy
  • Analytical Chemistry
  • Inorganic Chemistry
  • Organic Chemistry

Cite this

Charge-transfer complexes formed in the reaction of 1,4,7,10- tetraazacyclododecane with π-electron acceptors. / Alqaradawi, Siham Y.; Mostafa, Adel; Bazzi, Hassan S.

In: Journal of Molecular Structure, Vol. 1037, 10.04.2013, p. 209-217.

Research output: Contribution to journalArticle

@article{adf8b8d066eb4da4ab445ef5d4bf3f4f,
title = "Charge-transfer complexes formed in the reaction of 1,4,7,10- tetraazacyclododecane with π-electron acceptors",
abstract = "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.",
keywords = "Charge-transfer, Spectra, TACDD, TBCHD, TCNQ",
author = "Alqaradawi, {Siham Y.} and Adel Mostafa and Bazzi, {Hassan S.}",
year = "2013",
month = "4",
day = "10",
doi = "10.1016/j.molstruc.2013.01.005",
language = "English",
volume = "1037",
pages = "209--217",
journal = "Journal of Molecular Structure",
issn = "0022-2860",
publisher = "Elsevier",

}

TY - JOUR

T1 - Charge-transfer complexes formed in the reaction of 1,4,7,10- tetraazacyclododecane with π-electron acceptors

AU - Alqaradawi, Siham Y.

AU - Mostafa, Adel

AU - Bazzi, Hassan S.

PY - 2013/4/10

Y1 - 2013/4/10

N2 - 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.

AB - 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.

KW - Charge-transfer

KW - Spectra

KW - TACDD

KW - TBCHD

KW - TCNQ

UR - http://www.scopus.com/inward/record.url?scp=84873041470&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84873041470&partnerID=8YFLogxK

U2 - 10.1016/j.molstruc.2013.01.005

DO - 10.1016/j.molstruc.2013.01.005

M3 - Article

VL - 1037

SP - 209

EP - 217

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

SN - 0022-2860

ER -