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Synfacts 2010(10): 1139-1139  
DOI: 10.1055/s-0030-1258636
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

A Dynamic Molecular Shuttle

Contributor(s): Timothy M. Swager, D. Barney Walker
J. Berná*, M. Alajarín, R.-A. Orenes
Universidad de Murcia, Spain
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Publikationsdatum:
22. September 2010 (online)

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Significance

The molecular shuttle 1 is reported wherein the reversible translocation of a tetra­amide macrocycle (blue) along a thread is controlled by a Mitsunobu reaction. The addition of ­iodosobenzene diacetate to reoxidize 2 back to 1 not only demonstrates the organocatalytic function of the molecule, but also allows the ring to be continuously shuttled between the two binding sites (red/green) of the rotaxane.