Stimuli-Responsive Anion Transport through Acylhydrazone-Based Synthetic Anionophores

Photoswitchable acylhydrazone-based synthetic anionophores are reported. Single-crystal X-ray structure and 1H 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...

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Veröffentlicht in:Organic letters 2021-10, Vol.23 (19), p.7319-7324
Hauptverfasser: Ahmad, Manzoor, Chattopadhayay, Sandip, Mondal, Debashis, Vijayakanth, Thangavel, Talukdar, Pinaki
Format: Artikel
Sprache:eng
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Zusammenfassung:Photoswitchable acylhydrazone-based synthetic anionophores are reported. Single-crystal X-ray structure and 1H 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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c02249