1,3,5-2,4,6-Functionalized Benzene Molecular Cage: An Environmentally Responsive Scaffold that Supports Hierarchical Superstructures.

Autor: Pang XY; Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518055, P. R. China., Zhou H; Department of Chemistry, The University of Hong Kong, Hong Kong, P. R. China., Xie X; Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518055, P. R. China., Jiang W; Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518055, P. R. China., Yang Y; Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518055, P. R. China., Sessler JL; College of Chemistry, The University of Texas at Austin, Austin, Texas, 78712-1224, United States., Gong HY; College of Chemistry, Beijing Normal University, Beijing, 100875, P. R. China.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2024 Sep 02; Vol. 63 (36), pp. e202407805. Date of Electronic Publication: 2024 Jul 29.
DOI: 10.1002/anie.202407805
Abstrakt: New stimulus-responsive scaffolds are of interest as constituents of hierarchical supramolecular ensembles. 1,3,5-2,4,6-Functionalized, facially segregated benzene moieties have a time-honored role as building blocks for host molecules. However, their user as switchable motifs in the construction of multi-component supramolecular structures remains poorly explored. Here, we report a molecular cage 1, which consists of a bent anthracene dimer 3 paired with 1,3,5-tris(aminomethyl)-2,4,6-triethylbenzene 2. As the result of the pH-induced ababab↔bababa isomerization of the constituent-functionalized benzene units derived from 2, this cage can reversibly convert between an open state and a closed form, both in solution and in the solid state. Cage 1 was used to create stimuli-responsive hierarchical superstructures, namely Russian doll-like complexes with [K⊂18-crown-6⊂1] + and [K⊂cryptand-222⊂1] + . The reversible assembly and disassembly of these superstructures could be induced by switching cage 1 from its open to closed form. The present study thus provides an unusual example where pH-triggered conformation motion within a cage-like scaffold is used to control the formation and disassociation of hierarchical ensembles.
(© 2024 Wiley-VCH GmbH.)
Databáze: MEDLINE
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