Oscillating Emission of [2]Rotaxane Driven by Chemical Fuel

A molecular shuttle consisting of a dibenzo-24-crown-8 macrocycle and an axle with two degenerate peripheral triazolium stations, a central dibenzyl ammonium station, and two anthracenes stoppers was exposed to 2-cyano-2-phenylpropanoic acid as a chemical fuel. Protonation/deprotonation of the amine...

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Veröffentlicht in:Organic letters 2018-02, Vol.20 (4), p.1046-1049
Hauptverfasser: Ghosh, Amit, Paul, Indrajit, Adlung, Matthias, Wickleder, Claudia, Schmittel, Michael
Format: Artikel
Sprache:eng
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Zusammenfassung:A molecular shuttle consisting of a dibenzo-24-crown-8 macrocycle and an axle with two degenerate peripheral triazolium stations, a central dibenzyl ammonium station, and two anthracenes stoppers was exposed to 2-cyano-2-phenylpropanoic acid as a chemical fuel. Protonation/deprotonation of the amine reversibly switches the rotaxane from a static and little emissive to a dynamic fluorescent shuttling device, the latter exhibiting rapid motion (15 kHz at 25 °C). Four fuel cycles were run.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b03996