ArticleCommunications chemistry2024
Molecular folding governs switchable singlet oxygen photoproduction in porphyrin-decorated bistable rotaxanes.
Article in Communications chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
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Who cites it
2 citing papers in PubMed.
- Design strategies and emerging applications for mechanically interlocked molecules.Communications chemistry · 2025Article
- Directional Macrocycle Transport, Release, and Recapture Enabled by a Rotaxane Transporter.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
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8 authors.
Funding
Abstract
Rotaxanes are mechanically interlocked molecules where a ring (macrocycle) is threaded onto a linear molecule (thread). The position of the macrocycle on different stations on the thread can be controlled in response to external stimuli, making rotaxanes applicable as molecular switches. Here we show that bistable rotaxanes based on the combination of a Zn(II) tetraphenylporphyrin photosensitizer, attached to the macrocycle, and a black-hole-quencher, attached to the thread, are capable of singlet oxygen production which can be switched on/off by the addition of base/acid. However, we found that only a sufficiently long linker between both stations on the thread enabled switchability, and that the direction of switching was inversed with regard to the original design. This unexpected behavior was attributed to intramolecular folding of the rotaxanes, as indicated by extensive theoretical calculations. This evidences the importance to take into account the conformational flexibility of large molecular structures when designing functional switchable systems.
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