Carbon-based specific adjacency-in-bonding (SAIB) isomerism driving aromaticity

ABSTRACT

Aromaticity concept may be linked, in polycyclic aromatic hydrocarbons (PAHs) molecules, with the isomers conformation. In order to prove this theory, 16 PAHs molecules and their isomers were analyzed by combining the topo-reactivity method of specific-bond-by-adjacency procedure with Kekulé, Clar, and Fries benzenoid descriptions. The resulting approach determines a new method of classification for aromatic molecules, in general, and, may be used to predict which molecules are most likely to adopt the most aromatic (Kekulé+Clar+Fries) conformation in chemical reactions.

KEYWORDS:

• Chemical graph theory
• Topo-reactivity graph matrices
• Polycyclic aromatic hydrocarbons (PAHs)
• Kekulé structure
• Clar structure
• Fries structure
• Topo-reactivity

Acknowledgments

The authors acknowledge this work within the Nucleus-Programme under the project PN-16-14-03-01 funded by the Romanian National Authority for Scientific Research and Innovation (ANCSI). The authors thank to Dr. Ottorino Ori (Chemical Actinium Research, Rome) for precious constructive comments and for appreciation on the final manuscript, with occasion of his visit to West University of Timisoara and to Laboratory of Renewable Energies-Photovoltaics at R&D National Institute for Electrochemistry and Condensed Matter—Timişoara on the 2016 summer.