Issue 5, 2018

Imine-based [2]catenanes in water


We report the efficient condensation of imine-based macrocycles from dialdehyde A and aliphatic diamines Bn in pure water. Within the libraries, we identified a family of homologous amphiphilic [2]catenanes, whose self-assembly is primarily driven by the hydrophobic effect. The length and odd-even character of the diamine alkyl linker dictate both the yield and the conformation of the [2]catenanes, whose particular thermodynamic stability further shifts the overall equilibrium in favour of imine condensation. These findings highlight the role played by solvophobic effects in the self-assembly of complex architectures.

Graphical abstract: Imine-based [2]catenanes in water

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Article information

Article type
Edge Article
14 Nov 2017
18 Dec 2017
First published
18 Dec 2017
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2018,9, 1317-1322

Imine-based [2]catenanes in water

K. Caprice, M. Pupier, A. Kruve, C. A. Schalley and F. B. L. Cougnon, Chem. Sci., 2018, 9, 1317 DOI: 10.1039/C7SC04901C

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