Nitrogen-containing coronenes: Theoretical evaluation of the influence of aza-substitution on their aromaticity

Abstract

The aromaticity of coronene derivatives where two C atoms of each outer six-membered ring are replaced by N have been investigated. Three types of substitution, namely 1,2-, 1,3-, and 1,4- are proposed. Computations of the geometric (HOMA index), energetic (HOMO-LUMO gap), and magnetic indices (NICS(0) and NICS(1)) were performed, and the results compared to the ones obtained for the all-carbon species. The results outline that the azaderivatives have aromatic character comparable to the allcarbon species and an enlarged HOMO-LUMO gap.