Acid–base controlled multiple conformation and aromaticity switches in tren-capped hexaphyrins. Issue 15 (21st March 2019)

• Record Type: Journal Article
• Authors: Le Gac, Stéphane; Caytan, Elsa; Dorcet, Vincent; Boitrel, Bernard
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 15(2019)
• Page Start: 3718
• Page End: 3722
• Publication Date: 2019-03-21
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob00489k
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Upon protonation, a tren-capped hexaphyrin undergoes simple conformational exchanges between rectangular, Möbius and triangular shapes affording different aromaticities and cage environments, and ultimately leading to a host–guest complex. 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.