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Fluorescent Probes for Pd2+ Detection by Allylidene–Hydrazone Ligands with Excellent Selectivity and Large Fluorescence Enhancement

Authors

  • Honglin Li,

    1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, 158 Zhongshan Road, Dalian 116012 (P.R. China), Fax: (+86) 411-39893800
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  • Jiangli Fan,

    1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, 158 Zhongshan Road, Dalian 116012 (P.R. China), Fax: (+86) 411-39893800
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  • Fengling Song,

    1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, 158 Zhongshan Road, Dalian 116012 (P.R. China), Fax: (+86) 411-39893800
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  • Hao Zhu,

    1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, 158 Zhongshan Road, Dalian 116012 (P.R. China), Fax: (+86) 411-39893800
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  • Jianjun Du,

    1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, 158 Zhongshan Road, Dalian 116012 (P.R. China), Fax: (+86) 411-39893800
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  • Shiguo Sun,

    1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, 158 Zhongshan Road, Dalian 116012 (P.R. China), Fax: (+86) 411-39893800
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  • Prof. Xiaojun Peng

    1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, 158 Zhongshan Road, Dalian 116012 (P.R. China), Fax: (+86) 411-39893800
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Abstract

Because palladium is widely used in various catalysts and converters, which results in a high level of contamination of water systems and the soil by residual palladium, there is an urgent need for Pd2+-sensitive and -selective probes. Based on the special affinity of Pd2+ to conjugated double-bond ligands, two fluorescence probes (RPd2 and RPd3) that contain conjugated allylidene-hydrazone ligands that link to colorless rhodamine-spirolactam have been developed. The results show that conjugated allylidene-hydrazones have a much better affinity toward Pd2+, and consequently provide the probes with more acute color change and fluorescence enhancement (≈170-fold), and better selectivity over other metal ions (especially platinum-group elements, or PGEs) than the unconjugated allyl-hydrazine. With richer electron density and a more suitable stereo effect in the allylidene-hydrazone group, RPd2 displays the best specificity toward Pd2+ and affords convenient detection by the naked eye. Its potential application for Pd2+-contaminated water and soil-sample analysis is revealed by proof-of-concept experiments.

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