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

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

doi:10.1016/j.saa.2014.07.050

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

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

Research output: Contribution to journal › Article

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 K_CT, molar extinction coefficient ε_CT, free energy change ΔG⁰, CT energy E_CT and the ionization potential Ip have been calculated for the CT-complexes [(4MP) I] ⁺I^- ₃, [(4MP)(DDQ)₂] and [(4MP)(TBCHD)].

Original language	English
Pages (from-to)	498-505
Number of pages	8
Journal	Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume	135
DOIs	https://doi.org/10.1016/j.saa.2014.07.050
Publication status	Published - 25 Jan 2015

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Keywords

4-Methylpiperidine
DDQ
Iodine
Spectra
TBCHD

ASJC Scopus subject areas

Analytical Chemistry
Atomic and Molecular Physics, and Optics
Instrumentation
Spectroscopy

Cite this

Alqaradawi, S. Y., Mostafa, A., & Bazzi, H. S. (2015). Charge-transfer complexes of 4-methylpiperidine with σ- And π-acceptors. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 135, 498-505. https://doi.org/10.1016/j.saa.2014.07.050

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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)].",

keywords = "4-Methylpiperidine, DDQ, Iodine, Spectra, TBCHD",

author = "Alqaradawi, {Siham Y.} and Adel Mostafa and Bazzi, {Hassan S.}",

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T1 - Charge-transfer complexes of 4-methylpiperidine with σ- And π-acceptors

AU - Alqaradawi, Siham Y.

AU - Mostafa, Adel

AU - Bazzi, Hassan S.

PY - 2015/1/25

Y1 - 2015/1/25

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)].

AB - 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)].

KW - 4-Methylpiperidine

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10.1016/j.saa.2014.07.050