An 2-(2′-aminophenyl)benzoxazole-based OFF–ON fluorescent chemosensor for Zn2+ in aqueous solution

Maliang Chen; Xin Lv; Yunlong Liu; Yun Zhao; Jing Liu; Pi Wang; Wei Guo

doi:10.1039/C0OB00983K

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An 2-(2′-aminophenyl)benzoxazole-based OFF–ON fluorescent chemosensor for Zn²⁺ in aqueous solution†

Maliang Chen,^a Xin Lv,^a Yunlong Liu,^a Yun Zhao,^a Jing Liu,^a Pi Wang^a and Wei Guo*^a

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* Corresponding authors

^a School of Chemistry and Chemical Engineering, Shanxi University, Taiyuan, China
E-mail: guow@sxu.edu.cn
Tel: +86 351 7011600

Abstract

A water-soluble fluorescent sensor, 1, based on the “receptor-spacer-fluorophore” [2-(2′-aminophenyl)benzoxazole-amide-2-picolylamine] sensor platform, demonstrates the high sensitivity for Zn²⁺ with a 25-fold fluorescence enhancement upon chelation to Zn²⁺ and also exhibits high selectivity to Zn²⁺ over other metal ions. X-ray crystal structure of Zn²⁺ complex reveals that the amide oxygen (O2) cooperates with 2-picolylamine unit (N3, N4) as a receptor bind Zn²⁺.

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Article information

DOI: https://doi.org/10.1039/C0OB00983K
Article type: Paper
Submitted: 05 Nov 2010
Accepted: 05 Jan 2011
First published: 06 Jan 2011

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Org. Biomol. Chem., 2011,9, 2345-2349

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An 2-(2′-aminophenyl)benzoxazole-based OFF–ON fluorescent chemosensor for Zn²⁺ in aqueous solution

M. Chen, X. Lv, Y. Liu, Y. Zhao, J. Liu, P. Wang and W. Guo, Org. Biomol. Chem., 2011, 9, 2345 DOI: 10.1039/C0OB00983K

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Organic & Biomolecular Chemistry