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

doi:10.1016/j.molstruc.2009.05.056

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^*

^*Corresponding author for this work

Department of Chemistry and Earth Sciences
Texas A&M University at Qatar

Research output: Contribution to journal › Article › peer-review

30 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 language	English
Pages (from-to)	1-7
Number of pages	7
Journal	Journal of Molecular Structure
Volume	933
Issue number	1-3
DOIs	https://doi.org/10.1016/j.molstruc.2009.05.056
Publication status	Published - 17 Sept 2009
Externally published	Yes

Keywords

4,4′-Trimethylenedipiperidine
Chloranil
DDQ
Iodine
TBCHD
TCNQ

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10.1016/j.molstruc.2009.05.056

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@article{34e36b6f44c74f6793fb251c9bc88ecc,

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

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.",

keywords = "4,4′-Trimethylenedipiperidine, Chloranil, DDQ, Iodine, TBCHD, TCNQ",

author = "Lamis Shahada and Adel Mostafa and Nour, \{El Metwally\} and Bazzi, \{Hassan S.\}",

year = "2009",

month = sep,

day = "17",

doi = "10.1016/j.molstruc.2009.05.056",

language = "English",

volume = "933",

pages = "1--7",

journal = "Journal of Molecular Structure",

issn = "0022-2860",

publisher = "Elsevier B.V.",

number = "1-3",

}

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

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Synthesis, spectroscopic, thermal and structural investigations of charge-transfer complexes of 4,4′-trimethylenedipiperidine with chloranil, TBCHD, DDQ, TCNQ and iodine

AU - Shahada, Lamis

AU - Mostafa, Adel

AU - Nour, El Metwally

AU - Bazzi, Hassan S.

PY - 2009/9/17

Y1 - 2009/9/17

N2 - 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.

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.

KW - 4,4′-Trimethylenedipiperidine

KW - Chloranil

KW - DDQ

KW - Iodine

KW - TBCHD

KW - TCNQ

UR - https://www.scopus.com/pages/publications/67949115525

U2 - 10.1016/j.molstruc.2009.05.056

DO - 10.1016/j.molstruc.2009.05.056

M3 - Article

AN - SCOPUS:67949115525

SN - 0022-2860

VL - 933

SP - 1

EP - 7

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

IS - 1-3

ER -

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

Abstract

Keywords

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