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Analysis of solvent effect on S N 2 reactions by different theoretical models
Author(s) -
Alemán Carles,
Maseras Feliu,
Lledós Agustí,
Duran Miquel,
Bertrán Juan
Publication year - 1989
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610020804
Subject(s) - chemistry , solvation , solvent , solvent effects , monte carlo method , computational chemistry , molecular dynamics , thermodynamics , gas phase , reaction coordinate , statistical physics , organic chemistry , physics , statistics , mathematics
The solvent effect on two S N 2 reactions was evaluated by discrete, continuum and discrete–continuum models. The potential energy profiles were found to change dramatically on introduction of the solvent effect. The double‐well shape which characterizes the F − + CH 3 F → FCH 3 + F − reaction in the gas phase becomes unimodal when the solvent is introduced, in good agreement with experimental data. The solvation parameters are found to intervene in the reaction coordinate. Recent Monte Carlo and molecular dynamics calculations are discussed.