Issue 15, 2019

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

Abstract

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
27 Feb 2019
Accepted
15 Mar 2019
First published
20 Mar 2019

Org. Biomol. Chem., 2019,17, 3718-3722

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

S. Le Gac, E. Caytan, V. Dorcet and B. Boitrel, Org. Biomol. Chem., 2019, 17, 3718 DOI: 10.1039/C9OB00489K

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