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Imine-based [2]catenanes in water.

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

SUBMITTER: Caprice K

PROVIDER: S-EPMC5887103 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature

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Imine-based [2]catenanes in water.

Caprice Kenji K Pupier Marion M Kruve Anneli A Schalley Christoph A CA Cougnon Fabien B L FBL

Chemical science 20171218 5

We report the efficient condensation of imine-based macrocycles from dialdehyde A and aliphatic diamines B n 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 overa ...[more]

PMID: 29675178

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