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

Jia, Fei and Hupatz, Henrik and Yang, Liu-Pan and Schröder, Hendrik V. and Li, Dong-Hao and Xin, Shan and Lentz, Dieter and Witte, Felix and Xie, Xiaojiang and Paulus, Beate and Schalley, Christoph A. and Jiang, Wei – 2019

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 (Ka > 10e7 M–1). Ion-selective electrodes prepared with this naphthocage show a super-Nernstian response to acetylcholine. In addition, the highly stable complex (10e10 M–1) between ferrocenium and the naphthocage can be switched electrochemically, which lays a basis for its application in stimuli-responsive materials.

Title
Naphthocage: A Flexible yet Extremely Strong Binder for Singly Charged Organic Cations
Author
Jia, Fei and Hupatz, Henrik and Yang, Liu-Pan and Schröder, Hendrik V. and Li, Dong-Hao and Xin, Shan and Lentz, Dieter and Witte, Felix and Xie, Xiaojiang and Paulus, Beate and Schalley, Christoph A. and Jiang, Wei
Date
2019
Identifier
DOI: 10.1021/jacs.9b00445
Source(s)
Citation
J. Am. Chem. Soc. 2019, 141, 10, 4468-4473