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13C NMR Spectra of substituted cyclopropanes

Communication 1. Chemical shifts of13C and absence of σπ-pπ interaction in cyclopropylalkyl ethers

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

Conclusions

  1. 1.

    The13C NMR spectra of a number of eyclopropyl ethers were studied for the first time.

  2. 2.

    An analysis of the values of the chemical shifts of13C in cyclopropyl alkyl ethers indicates the absence of σπ-pπ conjugation between the ring and the oxygen atom in the ground state.

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Literature cited

  1. P. R. Schleyer and V. Buss, J. Amer. Chem. Soc.,91, 5880 (1969).

    Google Scholar 

  2. C. F. Wilcox, L. M. Loew, and R. Hoffmann, J. Amer. Chem. Soc.,95, 8192 (1973).

    Google Scholar 

  3. M. Yu. Lukina, Uspekhi Khimii,31, 901 (1962).

    Google Scholar 

  4. M. Charton, Progress in Physical Organic Chemistry, Vol. 10, Wiley, New York (1973), p. 81.

    Google Scholar 

  5. R. S. Brown and T. G. Traylor, J. Amer. Chem. Soc.,95, 8025 (1973).

    Google Scholar 

  6. C. F. Wilcox and H. D. Banks, J. Amer. Chem. Soc.,94, 8232 (1972).

    Google Scholar 

  7. P. R. Schleyer and G. W. van Dine, J. Amer. Chem. Soc.,88, 2321 (1966).

    Google Scholar 

  8. L. D. Kispert, C. Engelman, C. Dyas, and C. V. Pittman, J. Amer. Chem. Soc.,93, 6948 (1971).

    Google Scholar 

  9. J. B. Stothers, Carbon-13 NMR Spectroscopy, Academic Press, New York-London (1972).

    Google Scholar 

  10. R. G. Pews and N. D. Ojha, J. Amer. Chem. Soe.,91, 5769 (1969).

    Google Scholar 

  11. P. H. Weiner and E. R. Malinowski, J. Phys. Chem.,71, 2791 (1967).

    Google Scholar 

  12. S. M. Shostakovskii, Ya. M. Kimel'fel'd, and A. V. Bobrov, Chemistry of Acetylene [in Russian], Nauka (1968), p. 267.

  13. J. P. Galy, Compt. Rend. Aead. Argic. France,C275, 1531 (1972).

    Google Scholar 

  14. G. A. Kalabin, B. A. Trofimov, V. M. Bzhezovskii, D. F. Kushnarev, S. V. Amosova, N. S. Gusarova, and M. L. Al'pert, Izv. Akad. Nauk SSSR, Ser. Khim., 576 (1975).

  15. J. T. Clerc, E. Pretseh, and S. Sternhell, C13-Kernresonanzspectroscopie, Frankfurtan-M, Acad. Verlag (1973).

  16. J. B. Lambert and E. S. Maguar, Organic Magnetic Resonance,5, 403 (1973).

    Google Scholar 

  17. O. A. Subbotin, A. S. Kozmin, Yu. K. Grishin, N. M. Sergeyev, and I. G. Bolesov, Organic Magnetic Resonance,4, 53 (1972).

    Google Scholar 

  18. I. R. Ager, L. Phillips, and S. J. Roberts, J. Chem. Soc., Perkin Trans. II (1972), p. 1988.

    Google Scholar 

  19. S. M. Shostakovskii, A. V. Bobrov, and A. N. Velkov, Izv. Akad. Nauk SSSR, Ser. Khim., 160 (1968).

  20. G. Feugeas and J. P. Calv. Compt. Rend. Aead. Agric. France,C266, 1125 (1968).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2459–2465, November, 1975.

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Kalabin, G.A., Kushnarev, D.F., Shostakovskii, S.M. et al. 13C NMR Spectra of substituted cyclopropanes. Russ Chem Bull 24, 2346–2350 (1975). https://doi.org/10.1007/BF00921645

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  • DOI: https://doi.org/10.1007/BF00921645

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