Skip to main content
Log in

Conformational Composition of 5-Alkyl-1,3-Oxathianes

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

Conformational equilibrium of 5-isopropyl-1,3-oxathiane occurs mainly between the forms of chair with equatorial and axial orientation of the substituent at the C5 atom, and in the case of 2,2,5-trimethyl- and, apparently, in the case of 5-tert-butyl-1,3-oxathianes is characterized by a more noticeable contribution of flexible forms.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

REFERENCES

  1. Turyanskaya, A.M., Candidate Sci. (Chem.) Dissertation, Odessa,1988.

  2. Gren', A.I., Kuznetsov, V.V., and Bacherikov, V.A., Ukr. Khim. Zh., 1999, vol. 65, no. 10, pp. 73–85.

    Google Scholar 

  3. Rakhmankulov, D.L., Zorin, V.V., Latypova, F.N., Zlotskii, S.S., and Karakhanov, R.A., Usp. Khim., 1983, vol. 52, no. 6, pp. 619–639.

    Google Scholar 

  4. Pihlaja, K., Passanen, P., and Wahasilta, J., Opt. Magn. Res., 1979, vol. 12, no. 5, pp. 331–336.

    Google Scholar 

  5. Passanen, P. and Pihlaja, K., Tetrahedron, 1972, vol. 28, no. 9, pp. 2617–2626.

    Google Scholar 

  6. Internal Rotation of Molecules, Orville–Thompson, W.J., Ed., London: John Wiley, 1974. Translated under the title Vnutrennee vrashchenie molekul, Moscow: Mir, 1977, pp. 352–373; Anteunis, M., Tavernier, D., and Borremans, T., Heterocycles, 1976, vol. 4, no. 2, pp. 293–370; Bogatskii, A.V., Voprosy stereokhimii (Problems of Stereochemistry), Kiev: Kiev State Univ., 1971, no. 1, pp. 3–13; Gren', A.I., Ibid., 1973, no. 3, pp. 60–65.

    Google Scholar 

  7. Eliel, E.L. and Hutchins, R.O., J. Am. Chem. Soc., 1969, vol. 91, no. 10, pp. 2703–2715.

    Google Scholar 

  8. Allinger, N.L., J. Am. Chem. Chem., 1977, vol. 99, no. 25, pp. 8127–8134.

    Google Scholar 

  9. Dewar, M.J.S., Zoebisch, E.G., Healy, E.F., and Stewart, J.J.P., J. Am. Chem. Soc., 1985, vol. 107, no. 13, pp. 3902–3909.

    Google Scholar 

  10. Stewart, J.J.P., J. Comput. Chem., 1989, vol. 10, no. 2, pp. 209–220.

    Google Scholar 

  11. Turyanskaya, A.M., Timofeev, O.S., Kuznetsov, V.V., and Gren', A.I., Zh. Org. Khim., 1992, vol. 28, no. 1, pp. 79–86; Turyanskaya, A.M., Gorbatyuk, V.Ya., Kuznetsov, V.V., and Gren', A.I., Zh. Obshch. Khim., 1992, vol. 62, no. 8, pp. 1892–1896.

    Google Scholar 

  12. De Wolf, N., Verschoor, G.S., and Romers, C., Acta Cryst. (B), 1972, vol. 28, no. 8, pp. 2424–2429.

    Google Scholar 

  13. Zefirov, N.S., Palyulin, V.A., and Dashevskaya, E.E., J. Phys. Org. Chem., 1990, vol. 3, no. 3, pp. 147–158.

    Google Scholar 

  14. Zefirov, N.S., Blagoveshchenskii, V.S., Kazimirchik, I.V., and Yakovleva, O.P., Zh. Org. Khim., 1971, vol. 7, no. 3, pp. 594–598.

    Google Scholar 

  15. Durette, P.L. and Horton, D., Opt. Magn. Res., 1971, vol. 3, no. 4, pp. 417–427.

    Google Scholar 

  16. Haasnoot, C.A.G., de Leeuw, F.A.A.M., and Altona, C., Tetrahedron, 1980, vol. 36, no. 19, pp. 2783–2792.

    Google Scholar 

  17. Huggins, M.L., J. Am. Chem. Soc., 1953, vol. 75, no. 17, pp. 4123–4126; Batsanov, S.S., Usp. Khim., 1982, vol. 51, no. 7, pp. 1201–1224.

    Google Scholar 

  18. Allingham, Y., Crabb, T.A., and Newton, R.F., Opt. Magn. Res., 1971, vol. 3, no. 1, pp. 37–43.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Turyanskaya, A.M., Novikov, A.N., Verkhivker, G.M. et al. Conformational Composition of 5-Alkyl-1,3-Oxathianes. Russian Journal of General Chemistry 71, 1487–1490 (2001). https://doi.org/10.1023/A:1013930725137

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1013930725137

Keywords

Navigation