Advance Publication

Porphyrins are basic compounds because of their central pyrrole units, potentially producing dications at their cores through protonation. When anionic and cationic groups are presented as peripheral groups, local charges can be introduced at the cores and peripheries of the porphyrins, providing derivatives with a variety of total charges. In this study we synthesized a new porphyrin derivative for which the total charge could be varied from −2, to 0, to +2. Charge neutralization–driven self-assembly of this porphyrin derivative controlled the pathways through which it formed various supramolecular structures at different values of pH.