GAUTHIER, Maxime; KOEHLER, Victor; CLAVEL, Caroline; KAUFFMANN, Brice; HUC, Ivan; FERRAND, Yann; COUTROT, Frederic

doi:10.1002/anie.202100349

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Licencia de uso del documento

GAUTHIER, Maxime

KOEHLER, Victor

Chimie et Biologie des Membranes et des Nanoobjets [CBMN]

CLAVEL, Caroline

Idioma

Article de revue

Este ítem está publicado en

Angewandte Chemie-International Edition. 2021, vol. 60, n° 15, p. 8380-8384

Resumen en inglés

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.< Leer menos

Palabras clave en inglés

crystallography

foldamers

molecular motion

rotaxanes

Proyecto ANR

Des FoldaRotaxanes pour la Synthèse généralisée de Molécules Entrelacées Improbables - ANR-17-CE07-0014

Centros de investigación

CBMN : Chimie & de Biologie des Membranes & des Nano-objets - UMR 5248