Electrostatic Potential Topography for Exploring Electronic Reorganizations in 1,3 Dipolar Cycloadditions

Abstract

Topographical analysis of the molecular electrostatic potential (MESP) along a reaction path is employed for bringing out sequential electronic reorganizations for 1,3-dipolar cycloadditions of ethyne to fulminic acid as well as diazomethane. A simple and consistent set of rules for portraying electronic mechanisms of chemical reactions using the MESP topography is applied for this purpose. The MESP topography at each point on the concerted reaction path is associated with a classical electronic structure yielding a clear picture of the electronic reorganization along the reaction path.