Abstract
Alkaline splitting reaction equilibrium constants are determined polarographically for a series of 3 -and 3, 4-substituted syndoneimines. The stability of these heterocyclic compounds increases with decrease in electronegativity and increase in volume of substituents at positions 3 and 4. The steric effect is explained by a “broadening” of substituents at N3 and C4, Equilibrium constants for 3-substituted syndoneimines are correlated with Taft inductive and steric effects constants. The data obtained made it possible to determine the value of the energy of non-polar conjugation between the syndoneimine ring and the 4-phenyl ring, and it was found to be of the order of 2 kcal.
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Kholodov, L.E., Yashunskii, V.G. Syndones and syndoneimines. The alkaline splitting reaction with 3- and 3, 4 -substituted syndoneimines. Chem Heterocycl Compd 1, 215–218 (1966). https://doi.org/10.1007/BF00473593
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DOI: https://doi.org/10.1007/BF00473593