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Article Dans Une Revue Angewandte Chemie International Edition Année : 2021

Interplay between a Foldamer Helix and a Macrocycle in a Foldarotaxane Architecture

Résumé

The design and synthesis of a novel rotaxane/foldaxane hybrid architecture is reported. The winding of an aromatic oligoamide helix host around a dumbbell-shaped thread-like guest, or axle, already surrounded by a macrocycle was evidenced by NMR spectroscopy and X-ray crystallography. The process proved to depend on the position of the macrocycle along the axle and the associated steric hindrance. The macrocycle thus behaves as a switchable shield that modulates the affinity of the helix for the axle. Reciprocally, the foldamer helix acts as a supramolecular auxiliary that compartmentalizes the axle. In some cases, the macrocycle is forced to move along the axle to allow the foldamer to reach its best recognition site.

Domaines

Chimie organique

Dates et versions

hal-03247517 , version 1 (03-06-2021)

Identifiants

Citer

Maxime Gauthier, Victor Koehler, Caroline Clavel, Brice Kauffmann, Ivan Huc, et al.. Interplay between a Foldamer Helix and a Macrocycle in a Foldarotaxane Architecture. Angewandte Chemie International Edition, 2021, 60 (15), pp.8380-8384. ⟨10.1002/anie.202100349⟩. ⟨hal-03247517⟩
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