Naphthocage: A Flexible yet Extremely Strong Binder for Singly Charged Organic Cations

Naphthocage: A Flexible yet Extremely Strong Binder for Singly Charged Organic Cations

We report a quite flexible naphthol-based cage (so-called “naphthocage”) which adopts a self-inclusion conformation in its free state and is able to bind singly charged organic cations extremely strongly (K a > 107 M–1). Ion-selective electrodes prepared with this naphthocage show a super-Nernsti...

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Veröffentlicht in:Journal of the American Chemical Society 2019-03, Vol.141 (10), p.4468-4473
Hauptverfasser: Jia, Fei, Hupatz, Henrik, Yang, Liu-Pan, Schröder, Hendrik V, Li, Dong-Hao, Xin, Shan, Lentz, Dieter, Witte, Felix, Xie, Xiaojiang, Paulus, Beate, Schalley, Christoph A, Jiang, Wei
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Sprache:eng
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Zusammenfassung:We report a quite flexible naphthol-based cage (so-called “naphthocage”) which adopts a self-inclusion conformation in its free state and is able to bind singly charged organic cations extremely strongly (K a > 107 M–1). Ion-selective electrodes prepared with this naphthocage show a super-Nernstian response to acetylcholine. In addition, the highly stable complex (1010 M–1) between ferrocenium and the naphthocage can be switched electrochemically, which lays a basis for its application in stimuli-responsive materials.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.9b00445