Conclusions
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1.
The dynamic NMR spectroscopy method was used to determine the thermodynamic parameters of the rapid Z, E isomerization of theβ-indolyl-substitutedα-nitroacrylic ester in CH3CN.
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2.
A mechanism was proposed for the Z, E isomerization of indolylnitroacrylic esters in polar solvents, which proceeds with the intermediate formation of the mesomeric anion and the ionization of the N-H bond as the limiting step of the process.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 425–428, February, 1977.
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Babievskii, K.K., Bakhmutov, V.I., Kochetkov, K.A. et al. Mechanism of rapid Z, E isomerization of indolylnitroacrylic ester in polar solvents. Russ Chem Bull 26, 384–387 (1977). https://doi.org/10.1007/BF00921860
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DOI: https://doi.org/10.1007/BF00921860