Self-assembling figure-of-eight and pseudoplectoneme aromatic oligoamide ribbons
Chenhao Yao, Brice Kauffmann, Ivan Huc, Yann Ferrand
Abstract
Two oligoamide macrocycles composed of eight and twelve 7-amino-8-fluoro-2-quinolinecarboxylic acid monomers were synthesised despite the propensity of their acyclic precursors to fold and self-assemble into double helices. Macrocyclisations were made possible through the transient use of helicity disruptors. The resulting macrocyclic ribbons were found to adopt figure-of-eight and pseudoplectoneme shapes that maintain an ability to self-assemble.
Topics & Concepts
MonomerChemistrySolid-stateStereochemistryHelix (gastropod)Combinatorial chemistryCrystallographyPolymer chemistryPolymerOrganic chemistryBiologySnailPhysical chemistryEcologySynthesis and Properties of Aromatic CompoundsSupramolecular Self-Assembly in MaterialsSupramolecular Chemistry and Complexes