Superaromatic stabilization energy as a novel local aromaticity index for polycyclic aromatic hydrocarbons

J Phys Chem A. 2013 Oct 10;117(40):10477-88. doi: 10.1021/jp406932m. Epub 2013 Sep 30.

Abstract

Superaromatic stabilization energy (SSE), previously proposed by us, can be used as a novel local aromaticity index for benzene rings in polycyclic aromatic hydrocarbons (PAHs). SSE can be interpreted as the first local aromaticity index explicitly related to all relevant circuits in a polycyclic π-system, an origin of local aromaticity, being free of local aromaticity arising from adjacent six-site circuits. Therefore, this quantity is best suited for characterizing the electronic structure of large pericondensed PAHs and graphene nanoflakes.