Understanding aromaticity is crucial for predicting the molecular properties and reactivity of cyclic p-conjugated systems. In this review, representative reports on the evaluation of aromaticity via spectroscopic methods in various expanded porphyrin systems are presented. The relationship between the photophysical properties and distinct aromatic characteristics in Hückel aromatic compounds was revealed through notable spectroscopic features exhibited by aromatic expanded porphyrins. Furthermore, modulating the molecular conformation and chemical environment enabled us to distinguish unique Möbius aromatic molecules successfully. These findings provide insight into the elemental molecular properties and aromaticity in expanded porphyrin systems and their potential real-world applications.
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