Synthesis and fluorescent behaviour of 2-aryl-4,5-dihydro-1H-1,2,4-triazoles

Alexandra I. Eliseeva, Olga O. Nesterenko, Pavel A. Slepukhin, Enrico Benassi, Nataliya P. Belskaya

Research output: Contribution to journal › Article

Abstract

A series of new 4,5-dihydro-1H-1,2,4-triazoles was synthesized from amidrazones and acetylenedicarboxylic acid esters in the presence of pyridine in toluene. The synthesized compounds were characterized by 1H, 13C NMR, FT-IR spectral analyses and XRD data. Optical studies revealed that most of the compounds reported here exhibited emission of blue or greenyellow light upon irradiation in acetone and showed Stokes shifts in the region of 70-96 nm and quantum yields of up to 45%. The interpretation of the experimental findings was supported by state-of-the-art quantum mechanical calculations.

Original language	English
Pages (from-to)	86-100
Number of pages	15
Journal	Journal of Organic Chemistry
Volume	82
Issue number	1
DOIs	https://doi.org/10.1021/acs.joc.6b02144
Publication status	Published - 1 Jan 2017
Externally published	Yes

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ASJC Scopus subject areas

Organic Chemistry

Cite this

Eliseeva, A. I., Nesterenko, O. O., Slepukhin, P. A., Benassi, E., & Belskaya, N. P. (2017). Synthesis and fluorescent behaviour of 2-aryl-4,5-dihydro-1H-1,2,4-triazoles. Journal of Organic Chemistry, 82(1), 86-100. https://doi.org/10.1021/acs.joc.6b02144

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AU - Eliseeva, Alexandra I.

AU - Nesterenko, Olga O.

AU - Slepukhin, Pavel A.

AU - Benassi, Enrico

AU - Belskaya, Nataliya P.

PY - 2017/1/1

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AB - A series of new 4,5-dihydro-1H-1,2,4-triazoles was synthesized from amidrazones and acetylenedicarboxylic acid esters in the presence of pyridine in toluene. The synthesized compounds were characterized by 1H, 13C NMR, FT-IR spectral analyses and XRD data. Optical studies revealed that most of the compounds reported here exhibited emission of blue or greenyellow light upon irradiation in acetone and showed Stokes shifts in the region of 70-96 nm and quantum yields of up to 45%. The interpretation of the experimental findings was supported by state-of-the-art quantum mechanical calculations.

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10.1021/acs.joc.6b02144