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Imine-based [2]catenanes in water

Chemical Science, ISSN: 2041-6539, Vol: 9, Issue: 5, Page: 1317-1322
2018
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Article Description

We report the efficient condensation of imine-based macrocycles from dialdehyde A and aliphatic diamines B 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.

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