Synthesis, spectroscopic and thermal structural investigations of the charge-transfer complexes formed in the reaction of 1-methylpiperidine with sigma- and pi-acceptors

Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy
Amina A FakhrooLamis Shahada

Abstract

The reactions of the electron donor 1-methylpiperidine (1MP) with the pi-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 (chloranil=CHL) and iodine (I(2)) 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 not fixed and depend on the nature of the acceptor. Based on the obtained data, the formed charge-transfer complexes were formulated as [(1MP)(TCNE)(2)], [(1MP)(DDQ)].H(2)O, [(1MP)(CHL)] and [(1MP)I]I(3), while in the case of 1MP-TCNQ reaction, a short-lived CT complex is formed followed by rapid N-substitution by TCNQ forming the final reaction products 7,7,8-tricyano-8-piperidinylquinodimethane (TCPQDM). The five solids products were isolated and have been characterized by electronic spectra, infrared spectra, elemental analysis and thermal analysis.

References

Jun 14, 2002·Journal of Pharmaceutical and Biomedical Analysis·Hesham Salem
Dec 7, 2007·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Amina S Aljaber, El-Metwally Nour

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Citations

Apr 7, 2012·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·K Ganesh, K P Elango
May 20, 2014·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Ibrahim A DarwishHamdy M Abdel-Rahman
Feb 17, 2015·Saudi Pharmaceutical Journal : SPJ : the Official Publication of the Saudi Pharmaceutical Society·Nourah Z AlzomanHamdy M Abdel-Rahman
Jan 24, 2015·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Omar Abdel-AzizMariam M Tadros

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