Expanded Porphyrin with a Split Personality: A Hückel-Möbius Aromaticity Switch

Dual identity: It takes a single phenylene twist to reveal the dichotomous nature of a di‐para‐benzihexaphyrin (see picture; phenylene rings highlighted in red). This expanded porphyrinoid switches between Hückel and Möbius topologies in an unusual solvent‐ and temperature‐dependent equilibrium. Eac...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2007-01, Vol.46 (41), p.7869-7873
Main Authors: Stępień, Marcin, Latos-Grażyński, Lechosław, Sprutta, Natasza, Chwalisz, Paulina, Szterenberg, Ludmiła
Format: Article
Language:English
Subjects:
aromaticity
conformation analysis
conjugation
NMR spectroscopy
porphyrinoids
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Summary:Dual identity: It takes a single phenylene twist to reveal the dichotomous nature of a di‐para‐benzihexaphyrin (see picture; phenylene rings highlighted in red). This expanded porphyrinoid switches between Hückel and Möbius topologies in an unusual solvent‐ and temperature‐dependent equilibrium. Each of the two incarnations of the macrocycle has its own unmistakable spectral signature.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200700555