Synthesis and Structures of 5-(2,4-Dichlorophenyl)-1,3,4-Oxadiazole-2-Thione Alkyl Derivatives and Estimation of the Aromaticity of the Oxadiazole Ring.

Autor:	Okmanov, R. Ya., Makhmudov, U. S., Ziyaev, A. A., Toshmurodov, T. T., Tashkhodzhaev, B., Eshimbetov, A. G., Khodjaniyazov, Kh. U.
Předmět:	PHYSICAL & theoretical chemistry X-ray diffraction SINGLE crystals AROMATICITY CRYSTAL structure
Zdroj:	Journal of Structural Chemistry; Nov2024, Vol. 65 Issue 11, p2317-2326, 10p
Abstrakt:	A series of 5-(2,4-dichlorophenyl)-1,3,4-oxadiazole-2-thione alkyl derivatives are obtained. Structures of the products are determined from the IR, UV, 1H and 13C NMR spectroscopic results together with single crystal X-ray diffraction (XRD). The aromaticity of the 1,3,4-oxadiazole ring is estimated by single crystal XRD and DFT calculations using the Multiwfn program package. It is found that in S-derivatives, the π electron system is redistributed in the pseudo-aromatic 1,3,4-oxadiazole-2-thione moiety relative to initial 5-(2,4-dichlorophenyl)-1,3,4-oxadiazole-2(3H)-thione. In the S-derivatives of 5-(2,4-dichlorophenyl)-1,3,4-oxadiazole-2-thione the aromaticity of the 1,3,4-oxadiazole heterocycle is lower than that in N3-derivatives. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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