Stereochemistry of seven-membered heterocycles

1. Chair-twist inversion in the 2-arylbenzo[e]-1,3-dioxepanes
  • B. A. Arbuzov
  • E. N. Klimovitskii
  • A. B. Remizov
  • G. N. Sergeeva
Physical Chemistry
  • 22 Downloads

Conclusions

Studies based on IR spectroscopy and the measurements of dipole moments show that the 2-(p-X-phenyl)-benzo[e]-1,3-dioxepanes exist as equilibrium mixtures of chair and twist conformers.

Keywords

Spectroscopy Dipole Moment Equilibrium Mixture Twist Conformer Dioxepanes 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    H. Friebolin, R. Mecke, A. Kabuss, and A. Luttringhauss, Tetrahedron Lett., 1929 (1964).Google Scholar
  2. 2.
    M. H. Gianni, M. Adams, H. G. Kuivila, and K. Wursthorn, J. Org. Chem.,40, 450 (1975).Google Scholar
  3. 3.
    J. Soulier, M. Farines, A. Laguerre, and A. Bonafos-Bastouill, Bull. Soc. Chim. France, 307 (1976).Google Scholar
  4. 4.
    K. G. Taylor, J. Chaney, and J. C. Deck, J. Am. Chem. Soc.,98, 4163 (1976).Google Scholar
  5. 5.
    Y. Gaoni and N. Shoef, Bull. Soc. Chim. France, 485 (1977).Google Scholar
  6. 6.
    B. A. Arbuzov, E. N. Klimovitskii, A. B. Remizov, A. V. Aganov, I. V. Anonimova, G. N. Sergeeva, and V. V. Klochkov, Dokl. Akad. Nauk SSSR,239, 109 (1978).Google Scholar
  7. 7.
    E. N. Klimovitskii, L. K. Yuldasheva, A. N. Vereshchagin, G. N. Sergeeva, and S. A. Debelaya, Izv. Akad. Nauk SSSR, Ser. Khim., 1070 (1975).Google Scholar
  8. 8.
    S. G. Vul'fson, I. M. Khamatullina, and A. N. Vereshchagin, Izv. Akad. Nauk SSSR, Ser. Khim., 1325 (1977).Google Scholar
  9. 9.
    E. Prince, Z. W. Schroeder, and J. J. Rush, Acta Crystallogr.,B29, 184 (1973).Google Scholar
  10. 10.
    É. S. Abovyan, R. M. Myasnikova, and A. I. Kitaigorodskii, Zh. Strukt. Khim.,18, 998 (1977).Google Scholar
  11. 11.
    G. R. Clark and G. J. Palenic, J. Chem. Soc. Perkin Trans. 2, 194 (1973).Google Scholar
  12. 12.
    A. C. Guimaraes and J. B. Robert, Tetrahedron Lett., 473 (1976).Google Scholar
  13. 13.
    H. Faucher, A. Guimaraes, and J. B. Robert, Tetrahedron Lett., 1743 (1977).Google Scholar
  14. 14.
    B. A. Arbuzov, E. N. Klimovitskii, L. K. Yuldasheva, and G. N. Sergeeva, Izv. Akad. Nauk SSSR, Ser. Khim., 2422 (1973).Google Scholar
  15. 15.
    A. B. Remizov and O. A. Samarina, Zh. Prikl. Spektrosk.,22, 870 (1975).Google Scholar
  16. 16.
    J. Entel, C. H. Ruof, and H. C. Howard, J. Am. Chem. Soc.,74, 441 (1952).Google Scholar

Copyright information

© Plenum Publishing Corporation 1980

Authors and Affiliations

  • B. A. Arbuzov
    • 1
    • 2
  • E. N. Klimovitskii
    • 1
    • 2
  • A. B. Remizov
    • 1
    • 2
  • G. N. Sergeeva
    • 1
    • 2
  1. 1.A. M. Butlerov Chemical InstituteUSSR
  2. 2.V. I. Ul'yanov-Lenin Kazan State UniversityUSSR

Personalised recommendations