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Nature of the pentamethyldisilanyl group in organosilicon compounds

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Summary

The positige inductive effect of the pentamethyldisilanyl group (CH3)3SiSi(CH3)2 and the election-acceptor effect of its pπ-dπ bond with an aromatic ring are appreciably greater than the analogous effects of the trimethylsilyl group (CH3 3Si, which gives ground for the postulation of the presence of a pπ-dπ-d1π bond in the fragment Csp 2-Si-Si.

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Literature cited

  1. 1.

    L. H. Sommer, J. R. Gold, G. M. Goldberg, and N. S. Marans, J Amer. Chem. Soc.,71, 1509 (1949).

  2. 2.

    I. E. Noll, B. F. Daubert, and J. U. Speier, J. Amer. Chem. Soc.,73, 3871 (1951).

  3. 3.

    L. H. Sommer and I. Rockett, J. Amer. Chem. Soc.73, 5130 (1951).

  4. 4.

    A. D. Petrov, V. F. Mironov, V. A. Ponomarenko, and E. A. Chernyshev, Synthesis of Organosilicon Monomers [in Russian], Izd. AN SSSR (1961), Chapter 5.

  5. 5.

    C. Eaborn, “Silicoorganic Compounds,” London (1960).

  6. 6.

    G. N. Kartsev, Ya. K. Syrkin, V. F. Mironov, and E. A. Chernyshev, Dokl. AN SSSR122, 99 (1958).

  7. 7.

    G. N. Kartsev and Ya. K. Syrkin, Izv. AN SSSR Otd. khim. n.1960, 374.

  8. 8.

    S. P. Solodovnikov and E. A. Chernyshev, Zh. strukturn. khimii (in press).

  9. 9.

    A. A. Bugorkova, V. F. Mironov, and A. D. Petrov, Izv. AN SSSR, Otd. khim. n.1960, 475.

  10. 10.

    Steric Effects in Organic Chemistry [Russian translation], ed. M. S. Newman, IL (1960).

  11. 11.

    S. S. Yufit, Izv. AN SSSR, Otd. khim. n. 1962, 1748.

  12. 12.

    M. P. Brown, E. Cartmell, and G. W. A. Fowles, J. Chem. Soc.1960, 506.

  13. 13.

    Yu. P. Egorov, Dissertation [in Russian], MGU (1957); Trans. Conference on Chemistry and Practical Application of Organosilicon Compounds, No. 3, p. 37 [in Russian], Izd. TsBTI, Leningrad (1958).

  14. 14.

    Yu. P. Egorov, L. A. Leites, and V. F. Mironov, Zh. strukturn. khimii No. 5 (1961).

  15. 15.

    E. A. Chernyshev, N. G. Tolstikova, S. L. Ioffe, and A. D. Petrov, Zh. obshch. khimii32, 369 (1962).

  16. 16.

    M. Kumada et al., J. Organ. Chem.21, 1264 (1956).

  17. 17.

    M. Kumada and J. Nakajima, J. Organ. Chem.23, 293 (1958).

  18. 18.

    E. A. Chernyshev and N. G. Tolstikova, Izv. AN SSSR, Otd. khim. n.1961, 455.

  19. 19.

    H. Gilman and F. Lichtenwalter, J. Amer. Chem. Soc.80, 608 (1958).

  20. 20.

    V. F. Mironov, Yu. P. Egorov, and A. D. Petrov, Izv. AN SSSR, Otd. khim. n.1959, 1400.

  21. 21.

    Yu. P. Egorov, Izv. AN SSSR, Otd. khim. n.1957, 124.

  22. 22.

    A. D. Petrov, Yu. P. Egorov, V. F. Mirnov, G. I. Nikishin, and A. A. Bugorkova, Izv. AN SSSR, Otd. khim. n.1956, 50.

  23. 23.

    Yu. P. Egorov and E. A. Chernyshev, Papers Read at Tenth All-Union Conference on Spectroscopy,[in Russian], 1, p. 390, Izd. L'vov. Gos. univ. (1957).

  24. 24.

    A. D. Petrov, E. A. Chernyshev, M. E. Dolgaya, Yu. P. Egorov, and L. A. Leites, Zh. obshch. khimii30, 376 (1960).

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Chernyshev, E.A., Tolstikova, N.G., Ivashenko, A.A. et al. Nature of the pentamethyldisilanyl group in organosilicon compounds. Russ Chem Bull 12, 591–596 (1963). https://doi.org/10.1007/BF00843948

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Keywords

  • Aromatic Ring
  • Trimethylsilyl
  • Inductive Effect
  • Analogous Effect
  • Organosilicon Compound