Skip to main content
SpringerLink
Log in

Investigation of the steric structure of certain compounds of the bicyclo-[4,2,0]octan-7-one series

  • Physical Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The steric structure of adducts of dichloroketene and cyclohexene, dichloroketene and methyl-cyclohexene, dimethylketene and dihydropyran was investigated by the methods of dipole moments and molar Kerr constants.

  2. 2.

    For all the adducts, the preferential conformation of the bicyclo[4,2,0]octan-7-one system is the anti-boat conformation.

  3. 3.

    The adduct of dimethylketene and dihydropyran has the structure of 8,8-dimethyl-2-oxobicyclo-[4,2,0] octan-7-one. The formation of such a structure is apparently determined by the electron donor influence of the oxygen atom in dihydropyran on the process of cycloaddition.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. A. P. Krapcho and J. H. Lesser, J. Org. Chem.,31, 2030 (1966).

    Google Scholar 

  2. W. T. Brady and H. R. O'Neal, ibid.,32, 612 (1967).

    Google Scholar 

  3. W. T. Brady, R. Roe, Jr., E. F. Hoff, and F. H. Parry, J. Am. Chem. Soc.,92, 146 (1970).

    Google Scholar 

  4. W. T. Brady and O. H. Woters, J. Org. Chem.,32, 3703 (1967).

    Google Scholar 

  5. J. R. Durig and L. C. Lord, J. Chem. Phys.,45, 61 (1966).

    Google Scholar 

  6. L. H. Sutchiffe and S. M. Walker, J. Phys. Chem.,71, 1555 (1967).

    Google Scholar 

  7. J. M. Conia and J. L. Ripoll, J. Am. Chem. Soc.,84, 4983 (1962).

    Google Scholar 

  8. B. A. Arbuzov, G. G. Butenko, and A. N. Vereshchagin, Dokl. Akad. Nauk SSSR,172, 1323 (1967).

    Google Scholar 

  9. B. A. Naumov and V. M. Bezzubov, Zh. Strukt. Khim.,8, 531 (1967).

    Google Scholar 

  10. R. J. W. Le Fevre, Advanced in Physical Organic Chemistry, V. Gold (editor), Vol. 3, London-New York (1965), p. 1.

  11. M. J. Aroney, D. Izsak, and R. J. W. Le Fevre, J. Chem. Soc., 3997 (1962).

  12. J. B. Hendrickson, J. Am. Chem. Soc., 83, 4537 (1961).

    Google Scholar 

  13. B. A. Arbuzov, S. G. Vul'fson, A. P. Timosheva, and A. N. Vereshchagin, Izv. Akad. Nauk SSSR, Ser. Khim., 1386 (1973).

  14. A. N. Vereshchagin, S. G. Vul'fson, A. A. Solov'ev, and B. A. Arbuzov, ibid., 1639 (1973).

  15. C. G. Le Fevre and R. J. W. Le Fevre, Physical Methods of Organic Chemistry, Vol. 1, Part 3, Chapter 36, New York (1960).

Download references

Author information

Authors and Affiliations

  1. V. I. Ul'yanov-Lenin Kazan' State University, USSR

    B. A. Arbuzov, G. G. Butenko, A. N. Vereshchagin & N. A. Shishkina

  2. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan' Branch of the Academy of Sciences of the USSR, USSR

    B. A. Arbuzov, G. G. Butenko, A. N. Vereshchagin & N. A. Shishkina

Authors
  1. B. A. Arbuzov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. G. G. Butenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. N. Vereshchagin
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. N. A. Shishkina
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 313–317, February, 1973.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Arbuzov, B.A., Butenko, G.G., Vereshchagin, A.N. et al. Investigation of the steric structure of certain compounds of the bicyclo-[4,2,0]octan-7-one series. Russ Chem Bull 23, 285–288 (1974). https://doi.org/10.1007/BF00924670

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00924670

Keywords

Search

Navigation