European Journal of Chemistry

Activation parameter changes as a mechanistic tool in SN2 reactions in solution

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Published: Jun 30, 2015
DOI: https://doi.org/10.5155/eurjchem.6.2.225-236.1246
Keywords:
Transition state, Substituent effects, Charge development, Reaction mechanisms, Activation parameters, SN2 reactions in solution
Section
Review Article
Issue
Vol. 6 No. 2 (2015): June 2015
Dates
Received 2015-01-21
Accepted 2015-02-21
Published 2015-06-30


Main Article Content

Vladislav Mikhailovich Vlasov
Nikolay Nikolaevich Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 630090 Novosibirsk, Russian Federation

Abstract

Recent applications of activation parameters variation approach to the elucidation of SN2 reaction mechanisms have led to further clarifications of structures of transition states involved in the concerted reaction pathway. SN2 reactions in solution are reviewed with special emphasis of activation parameter variation ΔX≠ (X = H, S and G) with substituents in the nucleophile, leaving and nonleaving groups applying linear free energy relationships in order to evaluate the resultant δΔX≠ reaction constants. The use of internal enthalpy reaction constants δΔH≠int as a mechanistic tool is stressed when the structure of transition state in SN2 reaction is changed. Variations of the activation parameters in SN2 reactions and their mechanisms were analyzed.


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Vlasov, V. M. Activation Parameter Changes As a Mechanistic Tool in SN2 Reactions in Solution. Eur. J. Chem. 2015, 6, 225-236.

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