NDLI: Dynamic polyimine macrobicyclic cryptands – self-sorting with component selection† †Electronic supplementary information (ESI) available: Experimental section, characterization of obtained compounds, NMR spectra, CCDC deposition numbers. CCDC 1853998 and 1853999. For ESI and crystallographic data in

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Dynamic polyimine macrobicyclic cryptands – self-sorting with component selection† †Electronic supplementary information (ESI) available: Experimental section, characterization of obtained compounds, NMR spectra, CCDC deposition numbers. CCDC 1853998 and 1853999. For ESI and crystallographic data in

Content Provider	Semantic Scholar
Author	Kołodziejski, Michał Stefankiewicz, Artur R. Lehn, Jean-Marie
Copyright Year	2019
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.
Starting Page	1836
Ending Page	1843
Page Count	8
File Format	PDF HTM / HTML
DOI	10.1039/c8sc04598d
PubMed reference number	30842852
Journal	Medline
Volume Number	10
Alternate Webpage(s)	http://www.rsc.org/suppdata/c8/sc/c8sc04598d/c8sc04598d1.pdf
Alternate Webpage(s)	https://pubs.rsc.org/en/content/articlepdf/2019/sc/c8sc04598d
Alternate Webpage(s)	https://doi.org/10.1039/c8sc04598d
Journal	Chemical science
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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