Dynamic polyimine macrobicyclic cryptands - self-sorting with component selection

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

19 Scopus Citations
View graph of relations

Author(s)

Detail(s)

Original languageEnglish
Pages (from-to)1836-1843
Journal / PublicationChemical Science
Volume10
Issue number6
Online published12 Dec 2018
Publication statusPublished - 14 Feb 2019
Externally publishedYes

Link(s)

Abstract

Self-assembling macrobicyclic cryptand-type organic cages display remarkable self-sorting behavior with efficient component selection. Making use of the dynamic covalent chemistry approach, eight different cages were synthesized by condensation of tris(2-aminopropyl)amine with structurally different dialdehydes. A series of self-sorting experiments were first carried out on simple dynamic covalent libraries. They reveal the influence of different structural features of the aldehyde components on the condensation with two triamine capping units. Subsequently, self-sorting experiments were performed on more complex systems involving several dialdehyde building blocks. Altogether, the results obtained describe the effect of the presence of a heteroatom, of electrostatic interactions, of delocalization and of the flexibility/stiffness of the propensity of a component to undergo formation of a macrobicyclic cage. In the presence of a catalytic amount of acid, the macrobicyclic structure undergoes dynamic component exchange.

Research Area(s)

Citation Format(s)

Dynamic polyimine macrobicyclic cryptands - self-sorting with component selection. / Kołodziejski, Michał; Stefankiewicz, Artur R.; Lehn, Jean-Marie.

In: Chemical Science, Vol. 10, No. 6, 14.02.2019, p. 1836-1843.

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

Download Statistics

No data available