Abstract
The empirical (MM2) and semiempirical (AM1, MNDO) methods were used to calculate the energy of unsubstituted and 2-, 3-, 5-, 3,5-, and 2,3,5-substituted 1,3,2-oxazaborinanes with complete geometrical optimization. The major minimum on the potential energy surface corresponds to the sofa conformation. The number of other local minima relates to the half-chair and 1,4-, 3,6-, and 2,5-twist conformations. The experimental ΔG0 value for 5-methyl group on the C(5) carbon atom was determined by comparisom of calculated and experimental spin-spin coupling constants.
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A. V. Bogatskii Institute of Physical Chemistry, National Academy of Sciences of Ukraine, 270080 Odessa, Ukraine. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1058–1064, August, 1999.
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Kuznetsov, V.V. Conformational analysis of substituted 1,3,2-oxazaborinanes. Chem Heterocycl Compd 35, 928–934 (1999). https://doi.org/10.1007/BF02252160
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DOI: https://doi.org/10.1007/BF02252160