Abstract
The geometries, conformations, and electron structures of the methyl esters of dimethylamino- and (1-aziridino)propiolic acid were studied by means of the MNDO method. It was shown that the energies of the lowest vacant molecular orbital may serve as a measure of the electrophilicities of these compounds. The increased electrophilicity of the ynaziridino ester is associated with the greater pyramidal character of the nitrogen atom in the aziridine ring.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1059–1063, August, 1989.
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Tikhomirov, D.A., Shokhen, M.A. & Eremeev, A.V. Quantum-chemical study of the electrophilicities of ynamino and ynaziridino esters. Chem Heterocycl Compd 25, 884–888 (1989). https://doi.org/10.1007/BF00479606
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DOI: https://doi.org/10.1007/BF00479606