We have calculated the potential energy surface for arenesulfonylation reactions of a-amino acids and glycine hydrates. We have shown that all the reactions occur via a complicated route, with varying angle of attack by the nucleophile according to an S N2 mechanism. Hydration of glycine lowers the activation energy compared with the gas phase.
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Translated from Teoreticheskaya i Éksperimental’naya Khimiya, Vol. 47, No. 1, pp. 56–60, January-February, 2011.
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Kochetova, L.B., Kustova, T.P., Kalinina, N.V. et al. Quantum-chemical modeling of the mechanism for reaction of arenesulfonyl chlorides with α-amino acids. Theor Exp Chem 47, 61–66 (2011). https://doi.org/10.1007/s11237-011-9186-x
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DOI: https://doi.org/10.1007/s11237-011-9186-x