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Mengesha ET, Demissie TB, Redi-Abshiro M, et al. Dual fluorescence of (E)-N-(4-(dimethylamino)benzylidene)-2H-1,2,4-triazol-3-amine (DMABA-Amtr): A ground state perspective. Spectrochim Acta A Mol Biomol Spectrosc. 2017;189:601-607doi: 10.1016/j.saa.2017.08.070.
Mengesha, E. T., Demissie, T. B., Redi-Abshiro, M., & Mohammed, A. M. (2018). Dual fluorescence of (E)-N-(4-(dimethylamino)benzylidene)-2H-1,2,4-triazol-3-amine (DMABA-Amtr): A ground state perspective. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 189601-607. https://doi.org/10.1016/j.saa.2017.08.070
Mengesha, Ephriem T, et al. "Dual fluorescence of (E)-N-(4-(dimethylamino)benzylidene)-2H-1,2,4-triazol-3-amine (DMABA-Amtr): A ground state perspective." Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy vol. 189 (2018): 601-607. doi: https://doi.org/10.1016/j.saa.2017.08.070
Mengesha ET, Demissie TB, Redi-Abshiro M, Mohammed AM. Dual fluorescence of (E)-N-(4-(dimethylamino)benzylidene)-2H-1,2,4-triazol-3-amine (DMABA-Amtr): A ground state perspective. Spectrochim Acta A Mol Biomol Spectrosc. 2018 Jan 15;189:601-607. doi: 10.1016/j.saa.2017.08.070. Epub 2017 Sep 01. PMID: 28886506.
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Spectrochim Acta A Mol Biomol Spectrosc. 2018 Jan 15;189:601-607. doi: 10.1016/j.saa.2017.08.070. Epub 2017 Sep 01.

Dual fluorescence of (E)-N-(4-(dimethylamino)benzylidene)-2H-1,2,4-triazol-3-amine (DMABA-Amtr): A ground state perspective.

Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy

Ephriem T Mengesha, Taye B Demissie, Mesfin Redi-Abshiro, Ahmed M Mohammed

Affiliations

  1. Department of Chemistry, Haramaya University, Haramaya, Ethiopia. Electronic address: [email protected].
  2. Hylleraas Centre for Quantum Molecular Sciences, Department of Chemistry, UiT The Arctic University of Norway, Tromso, Norway. Electronic address: [email protected].
  3. Department of Chemistry, Addis Ababa University, P.O. Box 1176, Addis Ababa, Ethiopia.

PMID: 28886506 DOI: 10.1016/j.saa.2017.08.070

Abstract

We present the absorption and fluorescence spectra of (E)-N-(4-(dimethylamino)benzylidene)-2H-1,2,4-triazol-3-amine (DMABA-Amtr), an electron donor-π-acceptor system. The molecule shows a single fluorescence emission band in non-polar solvents while dual emissions were observed in polar aprotic solvents. Although several researchers over the years provide different explanations for the mechanism of the phenomena, based on solvent assisted excited state geometry changes of such systems, it is still a matter of controversy since such systems are unique as they contradict Kasha's rule. The emission spectrum of the molecule shows strong dependence on solvent polarity and excitation wavelength. This observation together with a single iso-emissive point found in the area normalize emission spectra indicates the presence of two ground state equilibrium structures of the compound which are both fluorescent. Density functional theory (DFT) and time-dependent (TD-DFT) calculations also support the experimental findings.

Copyright © 2017 Elsevier B.V. All rights reserved.

Keywords: DMABA-Amtr; Dual fluorescence; Excitation wavelength dependence, spectroscopy, ground state, excited state; Solvent effects

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