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A simple Michael acceptor type quinoline derivative for highly selective sequential recognition of CN⁻ and Cu²⁺ in aqueous solution

Author:
Zhu, YuanRong, Li, Hui, Yan, GuoTao, Shi, BingBing, Zhang, YouMing, Lin, Qi, Yao, Hong, Wei, TaiBao
Source:
RSC advances 2015 v.5 no.62 pp. 49953-49957
ISSN:
2046-2069
Subject:
Fourier transform infrared spectroscopy, anions, aqueous solutions, chemical reactions, copper, cyanides, dimethyl sulfoxide, electrospray ionization mass spectrometry, fluorescence, metal ions, quinoline
Abstract:
A 2-(quinolin-2-ylmethylene) malononitrile (6) chemosensor has been designed and synthesized. The fluorogenic properties of 6 toward different anions and metal ions were investigated in DMSO/H₂O (1 : 9, v/v) solution. Probe 6 exhibits high selectivity and sensitivity (5.09 × 10⁻⁸ M) to CN⁻ as fluorescence “off–on” behavior through Michael addition. Moreover, the in situ formed 6-CN⁻ is further utilized to sense the Cu²⁺ through complexation reaction with high selectivity and fluorescence quenching performance in aqueous water. Probe 6 has selectively detected CN⁻ in real water sample, and on test strips. The FTIR, ¹HNMR and ESI-MS spectroscopy supported the proposed mechanism of interaction.
Agid:
6676352