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Synfacts 2023; 19(12): 1193
DOI: 10.1055/s-0043-1763788
Synthesis of Materials and Unnatural Products

A Figure-of-Eight Molecular Shuttle

Contributor(s):
Dahui Zhao
,
Guantao Yang
Gauthier M, Fournel-Marotte K, Clavel C, Waelès P, Laurent P, Coutrot F. * Université de Montpellier, France
An Interlocked Figure-of-Eight Molecular Shuttle.

Angew. Chem. Int. Ed. 2023;
62: e202310643
DOI: 10.1002/anie.202310643.
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Key words

rotaxane - molecular shuttle - pH-responsive - molecular loops

Significance

The paper reports an interlocking figure-of-eight (Fo8) rotaxane molecular shuttle. The two ends of a chain molecule hosting two recognition sites (ammonium and N-methyltriazolium) are joined by a crown ether, which is threaded through by the chain, thereby realizing the Fo8 configuration and interdependent expansion and contraction of the two loops.


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Comment

The authors devise a novel method for synthesizing the Fo8 rotaxane. Two flexible arms, appended to a crown ether, are preorganized to react and cyclize after being threaded through the central macrocycle. The design of two recognition sites in the thread grants the molecule dual chemo-responsive capabilities.


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Publication History

Article published online:
15 November 2023

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