The turn-off fluorescent sensors based on thioether-linked bisbenzamide for Fe3+ and Hg2+ |
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| Authors: | Hehong Lv Ziqi Ren Heng Liu Ganbing Zhang Hanping He Xiuhua Zhang Shengfu Wang |
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| Affiliation: | 1. Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials, Hubei University, Youyi Road 368, Wuchang, Wuhan, Hubei 430062, PR China;2. Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, College of Chemistry and Chemical Engineering, Hubei University, Youyi Road 368, Wuchang, Wuhan, Hubei 430062, PR China |
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| Abstract: | Some dibenzamide derivatives with a thioether linker were designed, synthesized and characterized. The specific responses to Hg2+ and Fe3+ were investigated by fluorescence. According to fluorescence titration, the Job plot, 1H NMR, and ESI-mass analysis, the derivative with mono-hydroxyl substituent (1b) on the aromatic ring has high selectivity for Fe3+ ion with the formation of 1:1 1b-Fe3+ complexes. The specificity of 1c for Hg2+ could be switched by swapping the substituent from hydroxyl to amino, and a 1:2 (1c-Hg2+) complex was formed. Along with the obtained results, density functional theory (DFT) and natural bond orbital (NBO) analyses, Time-dependent (TD) DFT and natural transition orbital (NTO) analyses were employed to explore the geometric structures, properties and possible mechanisms. |
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| Keywords: | Fluorescent sensor Metal ion Bisbenzamide |
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