N‐Rich Fused Heterocyclic Systems: Synthesis, Structure, Optical and Electrochemical Characterization

Abstract

AbstractA new class of N‐rich fused heterocyclic compounds containing the triazolo‐triazine moiety was synthesized and studied by cyclic voltammetry, UV/Vis spectroscopy, X‐ray diffraction, and first principle computations. All the compounds show reversible or quasi‐reversible reduction processes, with reduction potentials easily tunable within the class. LUMO energies as low as –3.95 eV have been measured. The UV/Vis spectra show highly structured absorptions, indicative of rigid molecular skeletons. The solid‐state packing is dominated by π–π stacking interactions, which are promoted by weak CAr–H···N interactions, whereas face‐to‐edge contacts (T contacts), typical of many fused hydrocarbons, are largely absent.