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Absorption and luminescence spectra of 5-aryl-3-methyl-1,2,4-oxadiazoles and their chelate complexes with Zinc(II) and copper(II)

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Abstract

5-(2-Hydroxyphenyl)-3-methyl-1,2,4-oxadiazole and its O-methyl and O-acyl derivatives, as well as zinc(II) and copper(II) chelates, were synthesized. All these compounds showed luminescence with the emission maxima ranging from λ = 332 to 490 nm, but only 5-(2-methoxyphenyl)- and 5-(2-acetoxyphenyl)-3-methyl-1,2,4-oxadiazoles and zinc(II) complex of 5-(2-hydroxyphenyl)-3-methyl-1,2,4-oxadiazole were characterized by high luminescence quantum yield (φ = 0.308–0.452, 0.089–0.153, and 0.115–0.334, respectively). Stable conformers of 5-(2-hydroxyphenyl)-3-methyl-1,2,4-oxadiazole with different structures of the coordination entity were identified by DFT quantum chemical calculations.

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Authors and Affiliations

  1. Southern Scientific Center, Russian Academy of Sciences, ul. Chekhova 41, Rostov-on-Don, 344006, Russia

    I. E. Mikhailov, G. A. Dushenko & Yu. V. Revinskii

  2. Research Institute of Physical and Organic Chemistry, Southern Federal University, pr. Stachki 194/2, Rostov-on-Don, 344090, Russia

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

  3. Southern Federal University, Bol’shaya Sadovaya ul. 105/42, Rostov-on-Don, 344006, Russia

    N. I. Vikrishchuk & L. D. Popov

  4. Institute of Arid Zones, Southern Scientific Center, Russian Academy of Sciences, ul. Chekhova 41, Rostov-on-Don, 344006, Russia

    A. D. Beldovskaya

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  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. A. D. Beldovskaya
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  6. Yu. V. Revinskii
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  7. V. I. Minkin
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Correspondence to I. E. Mikhailov.

Additional information

Original Russian Text © I.E. Mikhailov, N.I. Vikrishchuk, L.D. Popov, G.A. Dushenko, A.D. Beldovskaya, Yu.V. Revinskii, V.I. Minkin, 2016, published in Zhurnal Obshchei Khimii, 2016, Vol. 86, No. 5, pp. 791–801.

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Mikhailov, I.E., Vikrishchuk, N.I., Popov, L.D. et al. Absorption and luminescence spectra of 5-aryl-3-methyl-1,2,4-oxadiazoles and their chelate complexes with Zinc(II) and copper(II). Russ J Gen Chem 86, 1054–1063 (2016). https://doi.org/10.1134/S1070363216050121

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  • DOI: https://doi.org/10.1134/S1070363216050121

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