Abstract
The structures of epoxycycloalkane molecules and strains therein were calculated using the MM2MX procedure. Opening of the oxirane ring in these compounds in alkaline methanolysis was simulated by the PM3 method. The calculations were performed both for the gas phase and with account taken of solvent effect in macroscopic and supermolecular approximations. A model was developed, which takes into consideration contributions of electronic and steric factors in the supermolecular approximation. The calculated values of ΔH ≠ showed a good agreement with the experimental rate constants of the corresponding reactions.
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Okovityi, S.I., Platitsyna, E.L. & Kas'yan, L.I. Theoretical Study of Alkaline Methanolysis of Alicyclic Epoxy Derivatives. Russian Journal of Organic Chemistry 37, 345–350 (2001). https://doi.org/10.1023/A:1012320105530
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DOI: https://doi.org/10.1023/A:1012320105530