Light‐ and Temperature‐Controlled Hybridization, Chiral Induction and Handedness of Helical Foldamers

Helical foldamers have attracted much attention over the last decades given their resemblance to certain biomacromolecules and their potential in domains as different as pharmaceutics, catalysis and photonics. Various research groups have successfully controlled the right- or left- handedness of these oligomers by introducing stereogenic centers through covalent or non-covalent chemistry. However, developing helical structures whose handedness can be reversibly switched remains a major challenge for chemists. To date, such an achievement has been reported with light-responsive single-stranded foldamers only. Herein, we demonstrate that grafting a unidirectional motor onto foldamer strands constitutes a relevant strategy to i) control the single or double helical state of a foldamer, ii) switch on the chiral induction process from the motor to the helical strands and iii) select the handedness of double helical structures through photochemical and thermal stimulations.

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Publication Details

Journal
Angewandte Chemie International Edition
Published
2024-09-03
DOI
https://doi.org/10.1002/anie.202413629
Citations
7
Primary Topic
Chemical Synthesis and Analysis
Type
article
Field-Weighted Citation Impact
1.64

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article

Light‐ and Temperature‐Controlled Hybridization, Chiral Induction and Handedness of Helical Foldamers

David Canevet, Denis Jacquemin, Youssef Aidibi, Sébastien Goeb et al.
7 citations
Angewandte Chemie International Edition
Chemical Synthesis and Analysis
1.64
article

Light‐ and Temperature‐Controlled Hybridization, Chiral Induction and Handedness of Helical Foldamers

David Canevet, Denis Jacquemin, Youssef Aidibi, Sébastien Goeb, Marie Voltz, Romain Costil, Marc Sallé, Magali Allain, Ben L. Feringa, Soussana Azar, Louis Hardoin
article en
7 citations

Abstract

Helical foldamers have attracted much attention over the last decades given their resemblance to certain biomacromolecules and their potential in domains as different as pharmaceutics, catalysis and photonics. Various research groups have successfully controlled the right- or left- handedness of these oligomers by introducing stereogenic centers through covalent or non-covalent chemistry. However, developing helical structures whose handedness can be reversibly switched remains a major challenge for chemists. To date, such an achievement has been reported with light-responsive single-stranded foldamers only. Herein, we demonstrate that grafting a unidirectional motor onto foldamer strands constitutes a relevant strategy to i) control the single or double helical state of a foldamer, ii) switch on the chiral induction process from the motor to the helical strands and iii) select the handedness of double helical structures through photochemical and thermal stimulations.

Angewandte Chemie International EditionVol. 64(1)
Centre National de la Recherche Scientifique (FR), University of Groningen (NL), Institut Universitaire de France (FR), Institut des Sciences et Technologies Moléculaires d'Angers (FR), Chimie et Interdisciplinarité, Synthèse, Analyse, Modélisation (FR), Université d'Angers (FR), Nantes Université (FR)
Agence Nationale de la Recherche, Centre National de la Recherche Scientifique, Universite Angers, Conseil Régional des Pays de la Loire
Openalex Percentile: Top 16%
Chemical Synthesis and Analysis
1.64
DOIOpen Access PDFOpenAlex
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