Although substantial advances have been made regarding synthetic chiral assemblies, obtaining the two-dimensional (2D) system with a sophisticated supramolecular chirality remains challenging. Herein, we report the switchable supramolecular chiral 2D materials via donor-acceptor interaction between a pyrene amphiphile and 7,7,8,8-tetracyanoquinodimethane (TCNQ).The resulting supramolecular chiral sheets spontaneously disassemble when TCNQ is irreversibly photo-reduced to its anion. Subsequent additions of TCNQ drive the disassembled molecules to repeatedly form optically active sheet structures, demonstrating that the assembled materials exist transiently only while TCNQ is supplied. The chiral sheets emit intense circularly polarized light with a large luminescence dissymmetric factor (g lum ).
Stimuli-responsive supramolecular materials have promising biological applications because of their ability to rapidly undergo significant structural changes in response to diverse stimuli. Herein, supramolecular sheets assembled via charge-transfer interactions between the pyrene moiety of a d-mannose-containing amphiphile and 7,7,8,8-tetracyanoquinodimethane (TCNQ) are reported. The supramolecular sheets show reduction-responsive behavior, in which their disassembly is triggered by the reduction of TCNQ by sodium sulfide. In an anaerobic environment, the sheet structure remains intact and the exposed d-mannose moieties induce the agglutination of facultative anaerobes, thereby inhibiting bacterial growth. In contrast, in an aerobic environment, the reduction of TCNQ by the hydrogen sulfide generated by facultative anaerobes causes sheet disassembly. This enables continuous bacterial growth, because the collapsed sheets cannot induce agglutination. Thus, this study presents a novel supramolecular material for the selective regulation of facultative anaerobe growth according to the external environment.
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