A series of triazole–cyanostilbene
receptors were designed
and synthesized. The receptor binds with the anions through various
CH···anion hydrogen bonding interactions, where strong
binding was observed for SO4
2– anions
followed by Cl–, Br–, NO3
–, and I–, calculated from the 1H NMR titration experiment. The NOESY NMR experiment of the
receptor confirmed the formation of anion-induced folded conformation.
The CH···anion hydrogen bonding interaction-mediated
anion recognition and foldamer formation were further confirmed from
geometry optimization studies of the anion-bound complex. The receptor
transports Cl– anions efficiently compared to SO4
2– anions across the lipid bilayer membrane
via a mobile carrier mechanism.
Photoswitchable acylhydrazone-based synthetic anionophores are reported. Single-crystal X-ray structure and 1 H NMR titration studies confirmed the chloride binding in solid and solution states. The ion transport activity of 1a was greatly attenuated through a phototriggered E to Z photoisomerization process, and the photoisomerized deactivated state showed high kinetic stability due to an intramolecular hydrogen bond. Switchable "OFF−ON" transport activity was achieved by the application of light and acid-catalyzed reactivation process.
Achieving superfast water transport by synthetically designed molecular artifacts, which exclude salts and protons, is a challenging task in separation science today, as it requires the concomitant presence of a...
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