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Updated: Jul 24, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
A Saddle-Shaped Expanded Porphyrinoid Fitting C60
Theo Maulbetsch1, Philipp Frech2, Marcus Scheele2
1Institut für Anorganische Chemie, Eberhard Karls Universität Tübingen, Auf der Morgenstelle 18, 72076, Tübingen, Germany.
Abstract:
We present the synthesis of a new type of an expanded porphyrinoid macrocycle with a saddle-shaped morphology and its complexation of C60 guest molecules. The new macrocycle contains four carbazole and four triazole moieties and can be readily synthesized via a copper-catalyzed click reaction. It shows specific photo-physical properties including fluorescence with a high quantum yield of 60 %. The combination of the saddle-shaped geometry with the expanded π-system allows for host-guest interactions with C60 in a stacked polymer fashion. Evidence for the presence of a host-guest complex is provided both in solution by NMR spectroscopy and in the solid state by X-ray structure analysis.
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