Mapping molecular electrostatic potential (MESP) for fulleropyrrolidine and its derivatives

Abstract

Mapping molecular electrostatic potential (MESP) maps for chemical structure has become of great concern. Since it may explain valuable information about the interaction, active sites as well as determining the nature of chemical addition, through which a molecule is most probable to undergo; either electrophilic or nucleophilic addition. Calculations at a DFT high theoretical level and MESP maps for fulleropyrrolidine and its derivatives were carried out. The relation between total dipole moment (TDM) and the constructed MESPs were also investigated. Three different series of fulleropyrrolidine derivatives; ortho, meta and para, were presented. Results show that positioning the same element at different sites may change significantly TDM of the structure. The electron density of the fullerene structure appears as a red ellipse shape indicating an extremely negative region that is most likely to undergo nucleophilic reactions. The addition of electronegative substitutes; O and N, creates negative potentials at the terminal of the structure referring that electrophilic reactions are most probable there. The negative potential of fullerene core has the main role in determining the TDM direction.