Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 24, Issue 1, Pages 133-140Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201704124
Keywords
energy transfer; pillararene; porphyrins; rotaxanes; molecular machines
Categories
Funding
- International Center for Frontier Research in Chemistry
- LabEx Chimie des Systemes Complexes
- CNRS
- University of Strasbourg
- University of Strasbourg (IdEx)
- Tunisian Ministry of Higher Education and Scientific Research and Technology
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A sophisticated photoactive molecular device has been prepared by combining recent concepts for the preparation of multifunctional nanomolecules (click chemistry on multifunctional scaffolds) with supramolecular chemistry (self-assembly to prepare rotaxanes). Specifically, a clickable [2]rotaxane scaffold incorporating a free-base porphyrin stopper has been prepared and functionalized with ten peripheral Zn(II)-porphyrin moieties. Electrochemical investigations of the final compound revealed a peculiar behavior resulting from the intramolecular coordination of the Zn(II) porphyrin moieties to 1,2,3-triazole units. Finally, steady state investigations of the compound combining Zn(II) and free-base porphyrin moieties have shown that this compound is a light-harvesting device capable of channeling the light energy from the peripheral Zn(II)-porphyrin subunits to the core by singlet-singlet energy transfer.
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