Abstract
The structure of 5,5-bis(bromomethyl)-2-(4-methoxyphenyl)-1,3-dioxane has been studied by 1H and 13C NMR and X-ray diffraction. Molecules of the title compound exist in the chair conformation with equatorial orientation of the methoxyphenyl substituent. The dioxane ring inversion path, free conformational energy, and optimal conformation of the aryl group have been determined by computer simulation in terms of the DFT PBE/3ζ method. The calculation results are consistent with the X-ray diffraction data.
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Original Russian Text © Sh.Yu. Khazhiev, M.A. Khusainov, R.A. Khalikov, T.V. Tyumkina, E.S. Meshcheryakova, L.M. Khalilov, V.V. Kuznetsov, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 7, pp. 1069–1072.
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Khazhiev, S.Y., Khusainov, M.A., Khalikov, R.A. et al. Structure and Conformational Analysis of 5,5-Bis(bromomethyl)-2-(4-methoxyphenyl)-1,3-dioxane. Russ J Org Chem 54, 1076–1079 (2018). https://doi.org/10.1134/S1070428018070175
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DOI: https://doi.org/10.1134/S1070428018070175