Foldamers

Quinoline based aromatic amide foldamers are known to adopt stable folded conformations. We have developed a synthetic approach to produce similar oligomers where all amide bonds, or part of them, have been replaced by an isosteric vinylene group. The results of solution and solid state structural studies show that oligomers exclusively containing vinylene linkages are not well folded, and adopt predominantly flat conformations. In contrast, a vinylene segment flanked by helical oligoamides also folds in a helix, albeit with a slightly lower curvature. The presence of vinylene functions also result in an extension of π‐conjugation across the oligomer that may change charge transport properties. Altogether, these results pave the way to foldamers in which both structural control and specific electronic properties may be engineered.

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Oligo‐Quinolylene–Vinylene Foldamers

Wang

Wicher

Maurizot

et al. 2020

Chemistry A European J

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Formation and Modulation of Nanotubular Assemblies of Oligourea Foldamers in Aqueous Conditions using Alcohol Additives

et al. 2020

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There is considerable interest in the rational design of controllable, bioinspired supramolecular systems as a potential means to create new biocompatible and functional materials able to mimic and build upon the characteristics of natural biopolymers. Here, the alcohol‐controlled aqueous self‐assembly of an amphiphilic helical oligourea foldamer (artificial folded oligomer) into a diverse array of tubular fibril architectures is reported. Electron microscopy studies provide details of the morphological evolution of the foldamer nanostructures from protofibrils to fibers, with high resolution X‐ray crystal structures providing an atomic‐scale view of these assemblies, and solution studies indicating the assembly and morphology to be affected by alcohol polarity and concentration. Overall, the results reported here highlight oligourea foldamers as suitable building blocks for the formation of a diverse range of tubular morphologies in a controllable manner.

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Oligourea molecular lifter triggered by electric field

Dziubak

Puszko

Bachurska

et al. 2022

Electrochimica Acta

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Foldamers

Cited by 4 publications

References 129 publications

Oligo‐Quinolylene–Vinylene Foldamers

Oligo‐Quinolylene–Vinylene Foldamers

Formation and Modulation of Nanotubular Assemblies of Oligourea Foldamers in Aqueous Conditions using Alcohol Additives

Oligourea molecular lifter triggered by electric field

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