The effective molarity (EM) – A computational approach

The effective molarity (EM) for 12 intramolecular SN2 processes involving the formation of substituted aziridines and substituted epoxides were computed using ab initio and DFT calculation methods. Strong correlation was found between the calculated effective molarity and the experimentally determined values. This result could open a door for obtaining EM values for intramolecular processes that are difficult to be experimentally provided. Furthermore, the calculation results reveal that the driving forces for ring-closing reactions in the two different systems are proximity orientation of the nucleophile to the electrophile and the ground strain energies of the products and the reactants.

Graphical abstractThe driving forces for ring-closing reactions in substituted 3-aminoalkylhalides and substituted chlorohydrins are proximity orientation of the nucleophile to the electrophile and the ground state strain energies.Figure optionsDownload full-size imageDownload as PowerPoint slide