Abstract
The polarity and conformations of 2-aminophenyl-, 2-aminobenzyl-, and 2-nitrobenzyl(diphenyl)-phosphine oxides were studied by the dipole moment method, IR spectroscopy, and quantum chemical calculations. 2-Aminophenyl- and 2-aminobenzyl(diphenyl)phosphine oxides were found to exist preferentially as conformers with intramolecular hydrogen bond. 2-Nitrobenzyl(diphenyl)phosphine oxide is likely to be represented by equilibrium mixture of three conformers in which the phosphoryl and nitro groups are oriented syn or anti with respect to the \(PC_{sp^3 } C_{sp^2 } \) fragment.
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Dedicated to Full Member of the Russian Academy of Sciences O.N. Chupakhin on his 80th anniversary
Original Russian Text © Ya.A. Vereshchagina, A.Z. Alimova, D.V. Chachkov, E.A. Ishmaeva, O.I. Artyushin, E.V. Sharova, A.E. Klimovitskii, R.R. Khanafieva, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 6, pp. 814–817.
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Vereshchagina, Y.A., Alimova, A.Z., Chachkov, D.V. et al. Conformational analysis of 2-aminophenyl-, 2-aminobenzyl-, and 2-nitrobenzyl(diphenyl)phosphine oxides. Russ J Org Chem 50, 796–799 (2014). https://doi.org/10.1134/S1070428014060062
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DOI: https://doi.org/10.1134/S1070428014060062