Interplay Between a Foldamer Helix and a Macrocycle in a Foldarotaxane Architecture.

Interplay Between a Foldamer Helix and a Macrocycle in a Foldarotaxane Architecture.
Angew Chem Int Ed Engl. 2021 Jan 21;:
Authors: Gauthier M, Koehler V, Clavel C, Kauffmann B, Huc I, Ferrand Y, Coutrot F
Abstract
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 and X-ray crystallography. The process proved to depend on the position of the macrocycle along the axle and to 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.
PMID: 33475210 [PubMed - as supplied by publisher]

Source: Angewandte Chemie - January 21, 2021 Category: Chemistry Authors: Gauthier M, Koehler V, Clavel C, Kauffmann B, Huc I, Ferrand Y, Coutrot F Tags: Angew Chem Int Ed Engl Source Type: research