Title: Solvent effects on the structure of S<sub>N</sub>2 transition states
Abstract:Two research groups have used heavy atom leaving group kinetic isotope effects to determine how the structure of an S N 2 transition state is affected by a change in solvent. Two completely different ...Two research groups have used heavy atom leaving group kinetic isotope effects to determine how the structure of an S N 2 transition state is affected by a change in solvent. Two completely different types of behaviour were observed in these studies. In one case, the leaving group kinetic isotope effect, and thus the transition state structure, changed markedly when the solvent was varied over a reasonably narrow range. In the other study, the leaving group kinetic isotope effect (transition state structure) remained constant over a wide range of solvents. A model describing the interaction between solvent molecules and S N 2 transition states is developed and a SolvationruleforS N 2reactions which rationalizes the different experimental results is explained and justified. Finally, predictions based on the solvation rule are shown to be in agreement with the results of theoretical calculations of solvent effects on S N 2 transition states and secondary α deuterium kinetic isotope effect measurements.Read More
Publication Year: 1978
Publication Date: 1978-10-15
Language: en
Type: article
Indexed In: ['crossref']
Access and Citation
Cited By Count: 30
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