C84Cl30, A non-classical fullerene chloride featuring local aromatic motifs. Evaluation of 13C NMR and aromatic patterns from DFT calculations

Abstract

Non-classical fullerene exploits the rich structural diversity in fullerenes. Here, we evaluate theoretically C₈₄Cl₃₀, as a representative low-symmetric non-classical fullerene involving a consecutive trail of thirty chlorinated sp³-C atoms. Our results offer an evaluation of both ¹³C NMR and induced magnetic field, accounting for the magnetic properties and the overall non-aromatic behavior as a consequence of the sp³-C trail, with local aromaticity ascribed to the isolated sp²-motifs. In addition, the formation of plausible σ-holes is depicted. Thus, the introduction of chlorinated sites, serve to envisage asymmetric molecular units with particular local aromatic motifs towards enriching π-surface diversity in fullerenes.