Imine-based [2]catenanes in water
| Autor: | Kenji Caprice, Anneli Kruve, Marion Pupier, Christoph A. Schalley, Fabien B. L. Cougnon |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Imine Catenane General Chemistry 010402 general chemistry 01 natural sciences 0104 chemical sciences Hydrophobic effect chemistry.chemical_compound Chemistry chemistry Diamine ddc:540 Polymer chemistry Amphiphile Chemical stability Solvophobic Alkyl |
| Zdroj: | Chemical Science Chemical Science, Vol. 9, No 5 (2018) pp. 1317-1322 |
| ISSN: | 2041-6520 |
| Popis: | The hydrophobic effect promotes the self-assembly of imine-based [2]catenanes in pure 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. |
| Databáze: | OpenAIRE |
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