Abstract

Organic tetraazacoronene and diazaolympicene dyes TAC-dodp, DAO-dp and DAO-do were synthesized. X-ray crystallographic analysis reveals that TAC-dodp shows no π-π interactions, whereas, unsymmetric DAO-dp and DAO-do can form π-π dimers due to their significant intramolecular dipole moments. Electrochemical experiments show that diazaolympicene compounds display lower LUMO energy levels than tetraazacoronene compounds. In solution, TAC-dodp shows pink color and red-shifted absorption spectra compared to that of DAO-dp and DAO-do with light yellow color.

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