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Reduction of aliphatic nitro compounds 3. The effect of cis-trans isomerization on the electroreduction of α-nitrocinnamic acid esters

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Conclusions

  1. 1.

    It has been shown, for the first time, that geometrical isomerization affects the electrochemical reduction of the conjugated nitroalkenes.

  2. 2.

    The reduction potentials are lower for the E isomers of the esters of α-nitrocinnamic acids than for the companion Z isomers.

  3. 3.

    The E isomers of these esters adsorb more readily on the dropping mercury electrode than do the companion Z isomers.

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Literature cited

  1. 1.

    V. M. Belikov, K. K. Babievskii, I. M. Filatova, E. V. Nalivaiko, and S. B. Nikitina, Izv. Akad. Nauk SSSR, Ser. Khim., 1824 (1977).

  2. 2.

    I. A. Avrutskaya, K. K. Babievskii, V. M. Belikov, É. V. Zaporozhets, I. M. Filatova, and M. Ya. Fioshin, Elektrokhimiya,9, 1652 (1973).

  3. 3.

    K. K. Babievskii, V. M. Belikov, A. I. Vinogradova, and V. K. Latov, Zh. Org. Khim.,9, 1700 (1973).

  4. 4.

    L. G. Geoktistov, Progress in the Electrochemistry of Organic Compounds [in Russian], Vol. 1, Nauka (1969), p. 117.

  5. 5.

    I. A. Avrutskaya, K. K. Babievskii, V. M. Belikov, É. V. Zaporozhets, V. T. Novikov, and M. Ya. Fioshin, Electrokhimiya,11, 661 (1975).

  6. 6.

    S. G. Mairanovskii, The Double Layer and Its Effect in Polarography [in Russian], Nauka (1971), p. 45.

  7. 7.

    K. K. Babievskii, V. M. Belikov, I. M. Filatova, and N. S. Garbalinskaya, Izv. Akad. Nauk SSSR, Ser. Khim., 1608 (1973).

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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 756–759, April, 1979.

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Babievskii, K.K., Filatova, I.M. & Belikov, V.M. Reduction of aliphatic nitro compounds 3. The effect of cis-trans isomerization on the electroreduction of α-nitrocinnamic acid esters. Russ Chem Bull 28, 701–704 (1979). https://doi.org/10.1007/BF00923564

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Keywords

  • Ester
  • Mercury
  • Acid Ester
  • Reduction Potential
  • Electrochemical Reduction