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Lactam acetals

XIV. Ionization constants of 1-methyl-2-methylenepyrrolidines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A number of 1-methyl-2-(2′-substituted methylene)pyrrolidines were synthesized, and their ionization constants in nitromethane were measured. The ΔpK values obtained were compared with the corresponding values for their six- and seven-membered analogs. The increased basicity of enamines with six-membered rings is apparently due to the strain that develops in the cations of the five- and seven-membered enamines during the formation of an endocyclic C=N+ bond.

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Literature cited

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Authors and Affiliations

  1. S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical-Chemistry Institute, USSR

    V. G. Granik, I. V. Persianova, A. M. Zhidkova, R. G. Glushkov & Yu. N. Sheinker

Authors
  1. V. G. Granik
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  2. I. V. Persianova
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  3. A. M. Zhidkova
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  4. R. G. Glushkov
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  5. Yu. N. Sheinker
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Additional information

See [1] for communication XIII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1084–1086, August, 1975.

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Granik, V.G., Persianova, I.V., Zhidkova, A.M. et al. Lactam acetals. Chem Heterocycl Compd 11, 946–948 (1975). https://doi.org/10.1007/BF00470496

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  • DOI: https://doi.org/10.1007/BF00470496

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