Sakamoto Kenkichi, Nishina Naoko, Enoki Toshiaki, Aihara Jun-ichi
Department of Chemistry, Faculty of Science, Shizuoka University , Oya, Shizuoka 422-8529, Japan.
J Phys Chem A. 2014 Apr 24;118(16):3014-25. doi: 10.1021/jp5017032. Epub 2014 Apr 14.
Superaromatic stabilization energy (SSE) defined to estimate the degree of macrocyclic aromaticity can be used as a local aromaticity index for individual benzene rings in very large polycyclic aromatic hydrocarbons (PAHs) and finite-length graphene nanoribbons. Aromaticity patterns estimated using SSEs indicate that the locations of both highly aromatic and reactive rings in such carbon materials are determined primarily by the edge structures. Aromatic sextets are first placed on the jutting benzene rings on armchair edges, if any, and then on inner nonadjacent benzene rings. In all types of nanographene model compounds, the degree of local aromaticity varies markedly near the edges.
