Abstract
A kinetic and thermodynamic analysis of the reactions of hydroxylamine with aryltoluenesulfonates in H2O-DMSO mixtures (0–90 vol.% DMSO) indicated that the neutral and anionic forms of hydroxylamine are strong α-nucleophiles, and the magnitude of the α-effect shows an asymmetric bell shape depending on the DMSO content. This phenomenon is interpreted.
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L. M. Litvinenko Institute of Physical Organic and Coal Chemistry, National Academy of Sciences of Ukraine, 70 R. Lyuksemburg ul., Donetsk 340114, Ukraine. Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 35, No. 2, pp. 83–88, March–April, 1999.
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Simanenko, Y.S., Zubareva, T.M., Prokop'eva, T.M. et al. α-Effect of hydroxylamine in the transfer of a toluenesulfonyl group in water—Dimethyl sulfoxide mixtures. Theor Exp Chem 35, 79–84 (1999). https://doi.org/10.1007/BF02511493
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DOI: https://doi.org/10.1007/BF02511493