Emergence of low-symmetry foldamers from single monomers

Charalampos G. Pappas, Pradeep K. Mandal, Bin Liu, Brice Kauffmann, Xiaoming Miao, Dávid Komáromy, Waldemar Hoffmann, Christian Manz, Rayoon Chang, Kai Liu, Kevin Pagel, Ivan Huc, Sijbren Otto*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

38 Citations (Scopus)
129 Downloads (Pure)

Abstract

Self-assembly is a powerful method to obtain large discrete functional molecular architectures. When using a single building block, self-assembly generally yields symmetrical objects in which all the subunits relate similarly to their neighbours. Here we report the discovery of a family of self-constructing cyclic macromolecules with stable folded conformations of low symmetry, which include some with a prime number (13, 17 and 23) of units, despite being formed from a single component. The formation of these objects amounts to the production of polymers with a perfectly uniform length. Design rules for the spontaneous emergence of such macromolecules include endowing monomers with a strong potential for non-covalent interactions that remain frustrated in competing entropically favoured yet conformationally restrained smaller cycles. The process can also be templated by a guest molecule that itself has an asymmetrical structure, which paves the way to molecular imprinting techniques at the level of single polymer chains. [Figure not available: see fulltext.]

Original languageEnglish
Pages (from-to)1180-1186
Number of pages7
JournalNature Chemistry
Volume12
Issue number12
DOIs
Publication statusPublished - Dec-2020
  • CCDC 1942977: Experimental Crystal Structure Determination

    Pappas, C. (Contributor), Mandal, P. K. (Contributor), Liu, B. (Contributor), Kauffmann, B. (Contributor), Miao, X. (Contributor), Komáromy, D. (Contributor), Hoffmann, W. (Contributor), Manz, C. (Contributor), Chang, R. (Contributor), Liu, K. (Contributor), Pagel, K. (Contributor), Huc, I. (Contributor) & Otto, S. (Contributor), The Cambridge Structural Database, 24-Jul-2019

    Dataset

  • CCDC 1999456: Experimental Crystal Structure Determination

    Pappas, C. (Contributor), Mandal, P. K. (Contributor), Liu, B. (Contributor), Kauffmann, B. (Contributor), Miao, X. (Contributor), Komáromy, D. (Contributor), Hoffmann, W. (Contributor), Manz, C. (Contributor), Chang, R. (Contributor), Liu, K. (Contributor), Pagel, K. (Contributor), Huc, I. (Contributor) & Otto, S. (Contributor), The Cambridge Structural Database, 27-Apr-2020

    Dataset

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