Constitutional Dynamic Selection at Low Reynolds Number in a Triple Dynamic System : Covalent Dynamic Adaptation Driven by Double Supramolecular Self-Assembly

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review

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Author(s)

Detail(s)

Original languageEnglish
Pages (from-to)14136-14146
Journal / PublicationJournal of the American Chemical Society
Volume143
Issue number35
Online published25 Aug 2021
Publication statusPublished - 8 Sep 2021
Externally publishedYes

Abstract

A triple dynamic complex system has been designed, implementing a dynamic covalent process coupled to two supramolecular self-assembly steps. To this end, two dynamic covalent libraries (DCLs), DCL-1 and DCL-2, have been established on the basis of dynamic covalent C-C/C-N organo-metathesis between two Knoevenagel derivatives and two imines. Each DCL contains a barbituric acid-based Knoevenagel constituent that may undergo a sequential double self-organization process involving first the formation of hydrogen-bonded hexameric supramolecular macrocycles that subsequently undergo stacking to generate a supramolecular polymer SP yielding a viscous gel state. Both DCLs display selective self-organization-driven amplification of the constituent that leads to the SP. Dissociation of the SP on heating causes reversible randomization of the constituent distributions of the DCLs as a function of temperature. Furthermore, diverse distribution patterns of DCL-2 were induced by modulation of temperature and solvent composition. The present dynamic systems display remarkable self-organization-driven constitutional adaption and tunable composition by coupling between dynamic covalent component selection and two-stage supramolecular organization. In more general terms, they reveal dynamic adaptation by component selection in low Reynolds number conditions of living systems where frictional effects dominate inertial behavior.

Citation Format(s)

Constitutional Dynamic Selection at Low Reynolds Number in a Triple Dynamic System : Covalent Dynamic Adaptation Driven by Double Supramolecular Self-Assembly. / Gu, Ruirui; Lehn, Jean-Marie.

In: Journal of the American Chemical Society, Vol. 143, No. 35, 08.09.2021, p. 14136-14146.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review