Crystallographic study of push-pull ethylenes

  • D. Adhikesavalu
  • Nirupa U. Kamath
  • K. Venkatesan
Crystallography
  • 24 Downloads

Abstract

From structural data of several crystal structure analyses of push-pull ethylenes it is found that C=C bond lengths in this class of molecules are significantly longer than the value for this bond in ethylene. With powerful donors and acceptors such as -NMe2 and -COOMe groups respectively, the C=C bond length is as long as 1.460 å. Correlations are observed between (i) C=C bond lengths and the twist angles about the C=C bond and (ii) C=C bond lengths and the torsional barrier measured by thednmr technique.

Keywords

X-ray structure analysis push-pull ethylenes C=C bond lengths rotational barriers 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Abrahamsson S, Rehnberg G, Liljefors T and Sandström J 1974Acta Chem. Scand. B28 1109CrossRefGoogle Scholar
  2. Adhikesavalu D and Venkatesan K 1981Acta Crystallogr. B37 2048Google Scholar
  3. Adhikesavalu D and Venkatesan K 1982Acta Crystallogr. B38 855Google Scholar
  4. Adhikesavalu D and Venkatesan K 1983aActa Crystallogr. C39 589Google Scholar
  5. Adhikesavalu D and Venkatesan K 1983bActa Crystallogr. (in press)Google Scholar
  6. Dewar J S and Haselbach E 1970J. Am. Chem. Soc. 92 590CrossRefGoogle Scholar
  7. Dreier C, Henricksen L, Karlsson S and Sandström J 1978Acta Chem. Scand. B32 281Google Scholar
  8. Hirshfeld F L 1976Acta Crystallogr. A32 239Google Scholar
  9. Jensen K A and Henricksen L 1968Acta Chem. Scand. 22 1107Google Scholar
  10. Kessler H 1968Angew. Chem. Inter. Edit. 7, No. 11 898CrossRefGoogle Scholar
  11. Kuchitsu K 1966J. Chem. Phys. 44 906CrossRefGoogle Scholar
  12. Nirupa Kamath U and Venkatesan K 1983 (Unpublished results)Google Scholar
  13. Ramachandran C N and Sasisekharan V 1968Advances in protein chemistry (eds) C B Anfinson Jr., M L Anson, J T Edsall and F M Richards23 283 (New York: Academic Press)Google Scholar
  14. Sandström J and Wennerbeck I 1971Chem. Commun. 1088Google Scholar
  15. Sandström J, Sjostrand U and Wennerbeck I 1977J. Am. Chem. Soc. 99 4526CrossRefGoogle Scholar
  16. Sandström J and Wennerbeck I 1978Acta Chem. Scand. B32 421Google Scholar
  17. Sandström J 1983 inTopics in stereochemistry, (eds.) L Norman, Allinger, Ernest L Eliel and Samuel H Wilen Vol14 Google Scholar
  18. Shvo Y and Shanan-Atidi H 1969J. Am. Chem. Soc. 91 6683CrossRefGoogle Scholar
  19. Trueblood K N and Dunitz J D 1983Acta Crystallogr. B29 120Google Scholar
  20. Wennerbeck I and Sandström J 1972J. Org. Magn. Reson. 4 783CrossRefGoogle Scholar

Copyright information

© Printed in India 1983

Authors and Affiliations

  • D. Adhikesavalu
    • 1
  • Nirupa U. Kamath
    • 1
  • K. Venkatesan
    • 1
  1. 1.Department of Organic ChemistryIndian Institute of ScienceBangaloreIndia

Personalised recommendations