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Imine-based [2]catenanes in water

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Abstract

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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Publication details

The article was received on 14 Nov 2017, accepted on 18 Dec 2017 and first published on 18 Dec 2017


Article type: Edge Article
DOI: 10.1039/C7SC04901C
Citation: Chem. Sci., 2018, Advance Article
  • Open access: Creative Commons BY license
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    Imine-based [2]catenanes in water

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

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