Issue 26, 2012
From the journal:

Organic & Biomolecular Chemistry

A new ratiometric and colorimetric chemosensor for cyanide anion based on Coumarin–hemicyanine hybrid†

Zhenghao Yang,a   Zhipeng Liu,*ab   Yuncong Chen,a   Xiaoqing Wang,c   Weijiang He*a  and  Yi Lud  

* Corresponding authors

a State Key Laboratory of Coordination Chemistry, Coordination Chemistry Institute, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, P.R. China
E-mail: heweij69@nju.edu.cn

b School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, P.R. China
E-mail: chliuzp@163.com

c School of Material Science and Engineering, Liaocheng University, Liaocheng 252000, P.R. China

d Department of Chemistry, Beckman Institute for Advanced Science and Technology, University of Illinois at Urbana-Champaign, Urbana, IL 61801, USA

Abstract

A hybrid coumarin–hemicyanine dye, Cou-BT, was developed as a new ratiometric and colorimetric sensor for cyanide with a sensing mechanism via nucleophilic addition of cyanide anion to the benzothiolium group. Cou-BT shows high sensitivity and selectivity for cyanide detection over other common anion species in aqueous acetonitrile solution. The calculated pseudo-first-order rate constant for cyanide anion addition was (2.13 ± 0.08) × 10−2 s−1 at 298 K, and the detection limit was estimated to be 0.64 μM. The DFT and TDDFT calculation results suggest that the ratiometric and colorimetric sensing behavior of Cou-BT upon its reaction with cyanide was due to the interrupted π-conjugation and blocked ICT progress.

Graphical abstract: A new ratiometric and colorimetric chemosensor for cyanide anion based on Coumarin–hemicyanine hybrid

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Article information

DOI
https://doi.org/10.1039/C2OB25516B
Article type
Paper
Submitted
01 Feb 2012
Accepted
14 May 2012
First published
14 May 2012

Org. Biomol. Chem., 2012,10, 5073-5076

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A new ratiometric and colorimetric chemosensor for cyanide anion based on Coumarin–hemicyanine hybrid

Z. Yang, Z. Liu, Y. Chen, X. Wang, W. He and Y. Lu, Org. Biomol. Chem., 2012, 10, 5073 DOI: 10.1039/C2OB25516B

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