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IR-Spectroscopic investigation of exchange equilibria in substituted phenols and their organomercury and organotin derivatives

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

Conclusions

  1. 1.

    Exchange equilibria of the metal-proton and metal-metal type were studied by the method of IR spectroscopy in a series of substituted phenols and their C6H5Hg and (C6H5)3Sn derivatives.

  2. 2.

    The polar effects of substituents in the phenol ring change the position of an equilibrium of the metal-proton type and practically do not influence an equilibrium of the metal-metal type.

  3. 3.

    Depending on the nature of the acceptor of the unshared electron pair, the strength of the intramolecular coordination bond with o-halogens increases in the series: (C6H5)3Sn< H< C6H5Hg.

  4. 4.

    The C6H5Hg group is a milder Lewis acid than (C6H5)3Sn.

  5. 5.

    The differences in the strength of the chelate rings with the participation of the (C6H5)3Sn group and the H-atom of hydrogen increases sharply for six-membered rings formed by NO2 and CHO groups.

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Literature cited

  1. V. K. Pogorelyi and I. P. Gragerov, Uspekhi Khimii,39, 1856 (1970).

    Google Scholar 

  2. L. L. Murrell and T. L. Brown, J. Organometal. Chem.,13, 301 (1968).

    Google Scholar 

  3. U. Folli, D. Jarossi, and F. Taddei, J. Chem. Soc. Perkin Trans., II, 1284 (1973).

    Google Scholar 

  4. R. J. Klyne and L. F. Sytsma, Inorg. Nucl. Chem. Letters, 8, 1(1972).

    Google Scholar 

  5. D. A. Armitage and A. Farascoli, Inorg. Nucl. Chem. Letters,9, 1225 (1973).

    Google Scholar 

  6. A. W. Baker and A. T. Shulgin, Canad. J. Chem.,43, 650 (1965).

    Google Scholar 

  7. A. N. Nesmeyanov, D. N. Kravtsov, É. I. Fedin, B. A. Kvasov, V. M. Pachevskaya, and L. S. Golovchenko, Dokl. Akad. Nauk SSSR,183, 1098 (1968).

    Google Scholar 

  8. D. N. Kravtsov, B. A. Kvasov, L. S. Golovchenko, E. M. Rokhlina, and E. I. Fedin, J. Organometal. Chem.,39, 107 (1972).

    Google Scholar 

  9. R. J. Klyne and L. F. Sytsma, J. Organometal. Chem.,54, 15 (1973).

    Google Scholar 

  10. D. N. Kravtsov, A. S. Peregudov, E. M. Rokhlina, and L. A. Fedorov, J. Organometal. Chem.,77, 199 (1974).

    Google Scholar 

  11. M. T. Tribble and J. G. Traynham, J. Amer. Chem. Soc.,91, 379 (1969).

    Google Scholar 

  12. A. J. Bloodworth, J. Chem. Soc., C, 2051 (1970).

  13. A. N. Nesmeyanov, D. N. Kravtsov, B. A. Kvasov, and E. M. Rokhlina, V. M. Pachevskaya, L. S. Golovchenko, and E. I. Fedin, J. Organometal. Chem.,38, 307 (1972).

    Google Scholar 

  14. J. D'Ans and H. Gold, Chem. Ber.,92, 3076 (1956).

    Google Scholar 

  15. Y. Kakiuti, T. Shimozawa, and R. Suzuki, J. Molec. Spectroscopy,23, 388 (1967).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2447–2453, November, 1975.

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Épshtein, L.M., Dau, Z.F., Pachevskaya, V.M. et al. IR-Spectroscopic investigation of exchange equilibria in substituted phenols and their organomercury and organotin derivatives. Russ Chem Bull 24, 2334–2339 (1975). https://doi.org/10.1007/BF00921643

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  • DOI: https://doi.org/10.1007/BF00921643

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