Issue 4, 2013
From the journal:

Chemical Science

Cyclic benzobisimidazolium derivative for the selective fluorescent recognition of HSO4−via a combination of C–H hydrogen bonds and charge interactions†

Na Ri Song,‡a   Jong Hun Moon,‡b   Jiyoung Choi,a   Eun Jin Jun,c   Youngmee Kim,c   Sung-Jin Kim,c   Jin Yong Lee*b  and  Juyoung Yoon*ac  

* Corresponding authors

a Department of Bioinspired Science (WCU), Ewha Womans University, Seoul 120-750, Korea
E-mail: jyoon@ewha.ac.kr
Fax: +82 2-3277-2384

b Department of Chemistry, Sungkyunkwan University, Suwon 440-746, Korea
E-mail: jinylee@skku.edu

c Department of Chemistry and Nano Science, Ewha Womans University, Seoul 120-750, Korea

Abstract

In this study, a novel fluorescent cyclic benzobisimidazolium derivative was designed and prepared for the selective recognition of HSO4−. Pre-organization, neutral C–H hydrogen bonds and charge interactions play key roles in recognizing HSO4− in aqueous solution. Spectroscopic studies, including UV-vis and fluorescence, showed that this cyclic receptor exhibited high selectivity in response to HSO4−. X-Ray crystal data, NMR data and theoretical calculations are presented to explain its unique binding mode.

Graphical abstract: Cyclic benzobisimidazolium derivative for the selective fluorescent recognition of HSO4−via a combination of C–H hydrogen bonds and charge interactions

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Article information

DOI
https://doi.org/10.1039/C3SC22201B
Article type
Edge Article
Submitted
11 Dec 2012
Accepted
09 Jan 2013
First published
10 Jan 2013

Chem. Sci., 2013,4, 1765-1771

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Cyclic benzobisimidazolium derivative for the selective fluorescent recognition of HSO4−via a combination of C–H hydrogen bonds and charge interactions

N. R. Song, J. H. Moon, J. Choi, E. J. Jun, Y. Kim, S. Kim, J. Y. Lee and J. Yoon, Chem. Sci., 2013, 4, 1765 DOI: 10.1039/C3SC22201B

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