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Upon protonation, a tren-capped hexaphyrin undergoes successive rectangular-to-Möbius and Möbius-to-triangular conformational isomerizations, with concomitant antiaromaticity-to-aromaticity reversal. This affords different cage environments leading ultimately to a "crypto-bowl-shape" hexaphyrin hosting a trifluoroacetate counterion.

Acid–base controlled multiple conformation and aromaticity switches in tren-capped hexaphyrins