- Imine-based [2]catenanes in water
Caprice, K.; Pupier, M.; Kruve, A.; Schalley, C.; Cougnon, F. B. L.
Chem. Sci. 2018, 9, 1317-1322
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.
DOI : 10.1039/C7SC04901C
archive ouverte unige:101920
