Guest-induced narcissistic self-sorting in water via imine formation.

Autor: Li B; Department of Chemistry, Zhejiang University, Hangzhou 310027, China. lihao2015@zju.edu.cn., Sun B; Department of Chemistry, Zhejiang University, Hangzhou 310027, China. lihao2015@zju.edu.cn., Fang S; Department of Chemistry, Zhejiang University, Hangzhou 310027, China. lihao2015@zju.edu.cn., Chen Y; Department of Chemistry, Zhejiang University, Hangzhou 310027, China. lihao2015@zju.edu.cn., Li H; Department of Chemistry, Zhejiang University, Hangzhou 310027, China. lihao2015@zju.edu.cn.; ZJU-Hangzhou Global Scientific and Technological Innovation Center, Hangzhou 311215, China.
Jazyk: angličtina
Zdroj: Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2024 May 28; Vol. 60 (44), pp. 5743-5746. Date of Electronic Publication: 2024 May 28.
DOI: 10.1039/d4cc01239a
Abstrakt: Two anionic tetrahedral cages were self-assembled as the only observable products in weakly basic water via imine condensation. The success of the high-yielding formation of the cages in water relies on (i) multivalency enhancing the stability of the imine bond and affording these cages water compatibility and (ii) a guest template with a complementary size and geometry that provides a hydrophobic driving force by occupying the corresponding cage cavity. When all four precursors, namely two trisaldehydes and two trisamines, were combined in water, narcissistic self-sorting occurred when both guest templates were present. In organic media where the hydrophobic effect is absent, narcissistic self-sorting did not occur in the analogous cage systems, confirming the importance of guest templates.
Databáze: MEDLINE