THE EFFECT OF THE NATURE OF THE SUBSTITUENT ON THE STRUCTURE OF A 1,3,4-OXATHIAZOL-2-ONE RING

Authors

  • М. М. Краюшкин N. D. Zelinsky Institute for Organic Chemistry, Russian Academy of Sciences
  • М. А. Калик N. D. Zelinsky Institute for Organic Chemistry, Russian Academy of Sciences
  • Л. Г. Воронцова N. D. Zelinsky Institute for Organic Chemistry, Russian Academy of Sciences

DOI:

https://doi.org/10.1007/2953

Keywords:

5-aryl(thienyl)-1, 3, 4-oxathiazol-2-ones, geometry of the oxathiazol-2-one ring, X-ray structural analysis

Abstract

A series of 5-aryl(thienyl) substituted 1,3,4-oxathiazol-2-ones has been synthesized. The molecular structures of 5-(4-nitrophenyl)-, 5-(5-ethylthieno[2,3-b]thiophen-2-yl)-, 5-(5-ethyl-2-ethylsulfanylthiophen-3-yl)-, and 5-(5-methylsulfonylthiophen-2-yl)-1,3,4-oxathiazol-2-ones have been investigated by X-ray analysis. The thiophene and oxathiazolone fragments are coplanar. The geometric parameters of the oxathiazolone ring are discussed. Electron acceptor substituents in the para position of the benzene ring and in the 5 position of the thiophene ring have the greatest effect on the system conjugation in the oxathiazolone ring.

How to Cite
Krayushkin, M. M.; Kalik, M. A.; Vorontsova, L. G. Chem. Heterocycl. Compd. 2010, 46, 484. [Khim. Geterotsikl. Soedin. 2010, 610.]

For this article in the English edition see DOI 10.1007/s10593-010-0535-9

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Published

2016-01-13

Issue

No. 4 (2010)

Section

Original Papers