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Steric hindrances in certain bi- and tricyclic systems

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The conformations and energies of stress of 11 bicyclic and four tricyclic systems were calculated by minimization of the potential functions.

  2. 2.

    Of the five calculated structures for which there are data on the geometry (with the exception of bicyclo- [1,1,0]-butane, the geometry found for which is somewhat doubtful), quite satisfactory agreement with the experiment was obtained. For the remaining molecules, our data can be considered as a prediction.

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Literature cited

  1. A. I. Kitaigorodsky, Tetrahedron,9, 183 (1960).

    Google Scholar 

  2. J. B. Hendrickson, J. Amer. Chem. Soc.,83, 4537 (1961).

    Google Scholar 

  3. K. Wiberg, J. Amer. Chem. Soc.,87, 1070 (1965).

    Google Scholar 

  4. M. Bixon and S. Lifson, Tetrahedron,23, 769 (1967).

    Google Scholar 

  5. N. L. Allinger, J. A. Hirsch, M. A. Miller, I. J. Tyminski, and F. A. Van-Catledge, J. Amer. Chem. Soc.,90, No. 5, 1199 (1968).

    Google Scholar 

  6. V. G. Dashevskii, Zh. Strukt. Khim.,6, 888 (1965).

    Google Scholar 

  7. V. G. Dashevskii, Zh. Strukt. Khim.,9, 289 (1968).

    Google Scholar 

  8. V. G. Dashevskii and A. I. Kitaigorodskii, Teoret. i Éksperim. Khimiya,3, 43 (1967).

    Google Scholar 

  9. V. A. Naumov, V. G. Dashevskii, and N. M. Zaripov, Zh. Strukt. Khim.11, 789 (1970).

    Google Scholar 

  10. A. I. Kitaigorodskii, Dokl. Akad. Nauk SSSR,137, 116 (1961).

    Google Scholar 

  11. G. J. Gleicher and P. R. Schleyer, J. Amer. Chem. Soc.,89, 582 (1967).

    Google Scholar 

  12. N. P. Borisova, High-Molecular Compounds, in: Carbon-Chain High-Molecular Compounds [in Russian], Leningrad (1963), p. 84.

  13. I. Haller and R. Srinivasan, J. Chem. Phys.,41, 2745 (1964).

    Google Scholar 

  14. M. D. Harmony and K. Cox, J. Amer. Chem. Soc.,88, 5049 (1966).

    Google Scholar 

  15. O. Bastiansen, F. N. Fritsch, and K. Hedberg, Acta Crystallogr.,17, 538 (1964).

    Google Scholar 

  16. A. de Meijere, Acta Chem. Scand.,20, 1093 (1966).

    Google Scholar 

  17. J. G. Aston, S. C. Schumann, H. L. Fink, and P. M. Doty, J. Amer. Chem. Soc.,63, 2029 (1941); J. G. Aston, H. L. Fink, and S. C. Schumann, ibid.,65, 341 (1943).

    Google Scholar 

  18. G. Dallinga and L. H. Toneman, Recueil Trav. Chim.,86, 171 (1967).

    Google Scholar 

  19. Y. Morino, K. Kuchitsu, and A. Yokozeki, Bull. Chem. Soc. Japan,40, 1552 (1967).

    Google Scholar 

  20. C. S. Gibbons and J. Trotter, J. Chem. Soc., A, 2027 (1967).

    Google Scholar 

  21. J. Trotter and C. S. Gibbons, J. Amer. Chem. Soc.,89, 2792 (1967).

    Google Scholar 

  22. S. Masamune, Tetrahedron Letters, 945 (1965).

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 1963–1971, September, 1970.

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Zaripov, N.M., Dashevskii, V.G. & Naumov, V.A. Steric hindrances in certain bi- and tricyclic systems. Russ Chem Bull 19, 1848–1854 (1970). https://doi.org/10.1007/BF00849758

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  • DOI: https://doi.org/10.1007/BF00849758

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