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Synthesis and fluorescence characteristics of selective ratiometric fluorescent sensors for silver ions based on 3-indolyl-4-indazolyl maleimide derivatives

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Abstract

Selective ratiometric fluorescent sensor b for detection of silver ions and its counterparts (sensor a and c) were efficiently synthesized based on 3-indolyl-4-indazolyl maleimide, and their photophysical properties and activities towards metal ions were examined. The experimental results were verified by density functional theory (DFT) and time-dependent DFT (TDDFT) calculations. The results demonstrated that sensor b could selectively and sensitively recognize Ag+ compared with other competing metal ions in tetrahydrofuran (THF). It probably forms a 1:1 complex with Ag+, displaying a 52-nm bathochromic shift of the fluorescence emission spectrum. Moreover, the binding mechanism was investigated using binding stoichiometry titration and 1H, 13C nuclear magnetic resonance (NMR).

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Acknowledgements

We gratefully acknowledge financial support from the Postdoctoral Science Foundation of China (2014M550256), National Natural Science Foundation of Zhejiang (LY14H300003), Key Innovation Team of Science and Technology in Zhejiang Province (2010R50018), and Drug Research (SIMM1403KF-02).

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Authors and Affiliations

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, People’s Republic of China

    Bo-ye Zhu, Meng Xu, Liang Han, Jian-rong Gao, Qing Ye & Yu-Jin Li

  2. Zhejiang Longsheng Chemical Research Co., Ltd., Shaoxing, 312368, People’s Republic of China

    Chun-xia Qian

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  1. Bo-ye Zhu
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  2. Meng Xu
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  3. Chun-xia Qian
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  4. Liang Han
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  5. Jian-rong Gao
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  6. Qing Ye
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  7. Yu-Jin Li
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Correspondence to Qing Ye or Yu-Jin Li.

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Zhu, By., Xu, M., Qian, Cx. et al. Synthesis and fluorescence characteristics of selective ratiometric fluorescent sensors for silver ions based on 3-indolyl-4-indazolyl maleimide derivatives. Res Chem Intermed 44, 3985–3999 (2018). https://doi.org/10.1007/s11164-018-3350-z

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  • DOI: https://doi.org/10.1007/s11164-018-3350-z

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