Abstract
The influence of solvation on the reaction rate of an intramolecular quaternisation, may be different from the rate observed for an intermolecular reaction of the same type. In the intermolecular reaction, if the polarity of an aprotic solvent increases, the partially charged transition state is more stable than the initial state. In the contrary, for an intramolecular reaction the conformation of the different states (initial and transition) plays an important role. So that, if the polarity of an aprotic solvent increases, one conformation of the uncharged initial state may be, by its geometry more stable than the partially charged transition state. An interpretation based on the conformation, explains why in one case and in comparison with CH 3CN, methanol accelerates the intramolecular reaction whereas the contrary is always observed for an intermolecular one.
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