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Luminescence Spectral Properties of 2-[2-Methyl(Acetyl, Tosyl)oxyphenyl]-5-(3,4,5-trimethoxy-phenyl)-1,3,4-oxadiazoles

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Abstract

Cyclodehydration of N′-aroylbenzohydrazides in thionyl chloride gave 2-(2-hydroxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole and its 2-(2-methoxyphenyl) analog. Acetylation and tosylation of 2-(2-hydroxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole afforded 2-acetoxyphenyl and 2-tosyloxy­phenyl derivatives. 2-[2-Methoxy(acetoxy, tosyloxy)phenyl]-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazoles showed strong luminescence (φ 0.22–0.99) in the blue–volet region with the emission maximum in the range λ 364–453 nm. The effect of solvent polarity on the absorption and emission spectra of these compounds was studied.

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Funding

This study was performed under financial support by the Ministry of Science and Higher Education of the Russian Federation in the framework of state assignment in the sphere of research activity (project no. 0852-2020-0031).

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Authors and Affiliations

  1. Institute of Physical and Organic Chemistry, Southern Federal University, 344090, Rostov-on-Don, Russia

    I. E. Mikhailov, G. A. Dushenko & V. I. Minkin

  2. Southern Federal University, 344090, Rostov-on-Don, Russia

    N. I. Vikrishchuk & L. D. Popov

Authors
  1. I. E. Mikhailov
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  2. N. I. Vikrishchuk
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  3. L. D. Popov
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  4. G. A. Dushenko
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  5. V. I. Minkin
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Correspondence to I. E. Mikhailov.

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Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 10, pp. 1108–1113 https://doi.org/10.31857/S0514749222100093.

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Mikhailov, I.E., Vikrishchuk, N.I., Popov, L.D. et al. Luminescence Spectral Properties of 2-[2-Methyl(Acetyl, Tosyl)oxyphenyl]-5-(3,4,5-trimethoxy-phenyl)-1,3,4-oxadiazoles. Russ J Org Chem 58, 1542–1546 (2022). https://doi.org/10.1134/S1070428022100232

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  • DOI: https://doi.org/10.1134/S1070428022100232

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