Influence sandwich π–π stacking interactions in Benzaldoxime adsorption on the fullerene

Abstract

Physisorption of Benzaldoxime derivatives on the Fullerene has been assayed at the M06/6-311++G (d, p) level of theory. The Anti-isomers are more stable than Syn-geometries in the range of –1.8 to –5.6 kcal mol^–1. Global reactivity descriptors showed that donor and acceptor functional groups increase and decrease reactivity of the BO compound as electrophile, specially –NH₂ and –NO₂ groups. Changing of electron density in the molecular electrostatic potential maps and HOMO_Anti-BOx––LUMO_Fullerene gaps values (0.009–0.540 eV) showing influence of these groups on the π–π stacking interactions. These non-covalent interactions stable formed donor complexes than acceptor complexes about –12.1 to –16.9 kJ mol^–1. On the other hands, high density (ρ) and low negative Laplacian (∇²ρ(r)) indexes in the formed BCPs imply strong sandwich stacking, especially –NH₂ and –NO₂ groups.

Keywords:

• π–π stacking
• fullerene
• QTAIM analysis
• total DOS analysis
• MEP maps

Additional information

Funding

This work was supported by Ferdowsi University of Mashhad Research Council.