Refoldable Foldamers: Global Conformational Switching by Deletion or Insertion of a Single Hydrogen Bond

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Abstract: Small changes in the structure of a foldamer may lead to gross changes in conformational preference. We show that the simple insertion or deletion of a single hydrogen bond by changes in pH or by photochemical deprotection is sufficient to refold a helical oligomer, interconverting M and P screw‐sense preference. As a consequence of the switch, information may be transmitted to a remote catalytic site, selectively directing the formation of either of two enantiomeric products by a reaction involving 1,22‐remote intermolecular asymmetric induction.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Refoldable Foldamers: Global Conformational Switching by Deletion or Insertion of a Single Hydrogen Bond ; volume:55 ; number:6 ; year:2016 ; pages:2132-2136 ; extent:5
Angewandte Chemie / International edition. International edition ; 55, Heft 6 (2016), 2132-2136 (gesamt 5)

Creator: Le Bailly, Bryden A. F.
Byrne, Liam
Clayden, Jonathan

DOI: 10.1002/anie.201510605

URN: urn:nbn:de:101:1-2022110106132387721789

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:36 AM CEST

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Le Bailly, Bryden A. F.
Byrne, Liam
Clayden, Jonathan

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