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Molecular Tweezers as Synthetic Receptors in Host—Guest Chemistry: Inclusion of Cyclohexane and Self-Assembly of Aliphatic Side Chains


  • This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie. We thank H. Bandmann for conducting the NMR experiments and D. Bläser for performing the crystal structure analyses.


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Highly stereoselective, repetitive Diels–Alder reactions provide a route to novel molecular tweezers, which are excellently preorganized for the formation of complexes and for the self-assembly of side chains. Bond angle deformations, which require little energy, allow the tweezer arms to be expanded or compressed; thus, as receptors they can, to a certain extent, provide a geometrical fit to the structure of a potential substrate. The structure of a tweezer of this kind is shown schematically on the right.

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