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A CH-Controlled Colorimetric Probe Based on Anthracene Carboximide for Near-Infrared Cyanide Detection

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Abstract

A chemical sensor that can induce near-infrared red-shifted response represents a promising strategy for the design and development of anion probes. In this work, novel CH-controlled colorimetric probe 3 based on anthracene carboximide was developed for near-infrared detection of cyanide. Probe 3 consisted of CHCN binding site to anthracene carboximide fluorophore, and showed a significant visual change from yellow-green (535 nm) to deep violet (825 nm) with a larger redshift (≈ 290 nm) and fluorescence quenching at 480 nm and 520 nm upon interacting with cyanide. Job curves determined 1:1 binding stoichiometry of probe 3 with cyanide. Additonally, probe 3 detected cyanide ion conveniently in aqueous solution and could be reused after trifluoroacetic acid treatment. Colorimetric test paper was used to detect cyanide in aqueous solutions. The C–H deprotonation sensing mechanism was confirmed by 1H NMR titration. The near-infrared detection of cyanide by CH-controlled probes was founded for the first time.

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Acknowledgements

We thank the Natural Science Foundation of Shanghai (No. 17ZR1429900) and the Opening Fund of Shanghai Key Laboratory of Chemical Biology for financial support.

Funding

The Natural Science Foundation of Shanghai (No. 17ZR1429900) and the Opening Fund of Shanghai Key Laboratory of Chemical Biology.

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All authors contributed to the study conception and design. HS carried out the experiments, XC, TZ, ZC, YH and HZ conducted the data analyses, ZW and CL wrote and edited the paper.

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Correspondence to Zhonghua Wang or Chuanxiang Liu.

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Shao, H., Chen, X., Zhu, T. et al. A CH-Controlled Colorimetric Probe Based on Anthracene Carboximide for Near-Infrared Cyanide Detection. J Fluoresc 31, 1863–1869 (2021). https://doi.org/10.1007/s10895-021-02816-y

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