Abstract
2-Aryl-5-methyl-1,3,4-oxadiazoles were synthesized by reflux of equimolar amounts of acyl hydrazides with triethyl orthoacetate in o-xylene. The obtained oxadiazoles, except for 2-(2-hydroxyphenyl)-5-methyl-1,3,4-oxadiazole, luminesce with a high quantum yield in polar and nonpolar solvents (λflmax = 300-339 nm, ϕ = 0.11–0.63). 2-(2-Hydroxyphenyl)-5methyl-1,3,4-oxadiazole emits intensely only in highly polar aprotic DMSO (λflmax = 346 nm, φ = 0.15), whereas its chelate complex with ZnII luminesces in all solvents with a high quantum yield in a longer-wavelength range of the visible spectrum (λflmax = 413–419 nm, φ = 0.36–0.55).
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 0176–0178, January, 2020.
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Mikhailov, I.E., Artyushkina, Y.M., Dushenko, G.A. et al. Synthesis and spectral luminescence properties of 2-aryl-5-methyl-1,3,4-oxadiazoles and zinc(ii) 2-(2-hydroxyphenyl)-5-methyl-1,3,4-oxadiazole complex. Russ Chem Bull 69, 176–178 (2020). https://doi.org/10.1007/s11172-020-2741-7
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DOI: https://doi.org/10.1007/s11172-020-2741-7