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Conjugation factors in cyclic systems

Communication 6. Application of polarography and potentiometry to the study of electron interaction effects in cyclohexadiene-1,2-dicarboxylic acids and methyl esters

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

Summary

  1. 1.

    A study has been made of the polarographic behavior of a series of esters of cyclohexene-and cyclohexadiene-1,2-dicarboxylic acids, and the constants have been measured for both steps of the dissociation of the acids themselves.

  2. 2.

    When the above esters are reduced on a mercury electrode, electrochemical hydration of the ethylene bond in the ring occurs. The reaction goes through a stage where a comparatively stable free radical is formed.

  3. 3.

    The polarographic data and the dissociation constants of the acids found potentiometrically have shown that there is an electron interaction effect in cyclohexadiene-1,2-dicarboxylic acids containing formally isolated double bonds.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences, USSR

    S. G. Mairanovskii, N. Y. Grigor'eva, N. V. Barashkova & V. F. Kucherov

Authors
  1. S. G. Mairanovskii
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  2. N. Y. Grigor'eva
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  3. N. V. Barashkova
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  4. V. F. Kucherov
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Mairanovskii, S.G., Grigor'eva, N.Y., Barashkova, N.V. et al. Conjugation factors in cyclic systems. Russ Chem Bull 12, 219–222 (1963). https://doi.org/10.1007/BF00846385

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  • DOI: https://doi.org/10.1007/BF00846385

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