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Crystallographic study of push-pull ethylenes

  • Crystallography
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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.

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References

  • Abrahamsson S, Rehnberg G, Liljefors T and Sandström J 1974Acta Chem. Scand. B28 1109

    Article  CAS  Google Scholar 

  • Adhikesavalu D and Venkatesan K 1981Acta Crystallogr. B37 2048

    CAS  Google Scholar 

  • Adhikesavalu D and Venkatesan K 1982Acta Crystallogr. B38 855

    CAS  Google Scholar 

  • Adhikesavalu D and Venkatesan K 1983aActa Crystallogr. C39 589

    CAS  Google Scholar 

  • Adhikesavalu D and Venkatesan K 1983bActa Crystallogr. (in press)

  • Dewar J S and Haselbach E 1970J. Am. Chem. Soc. 92 590

    Article  CAS  Google Scholar 

  • Dreier C, Henricksen L, Karlsson S and Sandström J 1978Acta Chem. Scand. B32 281

    CAS  Google Scholar 

  • Hirshfeld F L 1976Acta Crystallogr. A32 239

    Google Scholar 

  • Jensen K A and Henricksen L 1968Acta Chem. Scand. 22 1107

    CAS  Google Scholar 

  • Kessler H 1968Angew. Chem. Inter. Edit. 7, No. 11 898

    Article  Google Scholar 

  • Kuchitsu K 1966J. Chem. Phys. 44 906

    Article  CAS  Google Scholar 

  • Nirupa Kamath U and Venkatesan K 1983 (Unpublished results)

  • 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 

  • Sandström J and Wennerbeck I 1971Chem. Commun. 1088

  • Sandström J, Sjostrand U and Wennerbeck I 1977J. Am. Chem. Soc. 99 4526

    Article  Google Scholar 

  • Sandström J and Wennerbeck I 1978Acta Chem. Scand. B32 421

    Google Scholar 

  • Sandström J 1983 inTopics in stereochemistry, (eds.) L Norman, Allinger, Ernest L Eliel and Samuel H Wilen Vol14

  • Shvo Y and Shanan-Atidi H 1969J. Am. Chem. Soc. 91 6683

    Article  CAS  Google Scholar 

  • Trueblood K N and Dunitz J D 1983Acta Crystallogr. B29 120

    Google Scholar 

  • Wennerbeck I and Sandström J 1972J. Org. Magn. Reson. 4 783

    Article  CAS  Google Scholar 

Download references

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Adhikesavalu, D., Kamath, N.U. & Venkatesan, K. Crystallographic study of push-pull ethylenes. Proc. Indian Acad. Sci. (Chem. Sci.) 92, 449–456 (1983). https://doi.org/10.1007/BF02839148

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