ChemInform Abstract: Elimination and Addition Reactions. Part 41. Nucleophilic Eliminative Fission of Cyclopropanes: The Coiled Spring Effect of Ring Strain on Nucleofugality and Its Evaluation.

Abstract

AbstractA comparison of the nucleophilic elimination from cyclopropanes such as (I) with the reaction of the unstrained analogues such as (III) and (IV) shows that the enhanced nucleofugality (about 9 log units) for the pair (Ia) and (IIIa) corresponds to decreased free energies of activation for leaving‐group expulsion by about 53 kJ/mol.