Tetrahedron | 2019

A near-infrared large Stokes shift probe based enhanced ICT strategy for F- detection in real samples and cell imaging

 
 
 
 
 
 
 
 
 

Abstract


Abstract In view of the few reports of the near-infrared emissive probe for fluorine ions, we herein designed and synthesized a new easy-to-get colorimetric and near-infrared emissive fluorescent probe (IS-NR-F) with a large Stokes shift (>127\u202fnm). Based on specific F− triggered desilylation reaction induced enhanced ICT strategy involving the donor phenolate anion and the acceptor malononitrile, the probe exhibited dual colorimetric and fluorescent turn-on responses, and provided excellent selectivity for fluoride ions. The fluorescent response at 665\u202fnm displayed very good linear relationship in the wide concentration range and deduced a low detection limit of 0.09\u202fppm. The detection mechanism was confirmed by 1H NMR, ESI-MS, and TLC calculation. Moreover, probe IS-NR-F has been successfully employed to detect F− in tap water, toothpaste samples, and fluorescent imaging of F− in HeLa cells.

Volume 75
Pages 130762
DOI 10.1016/j.tet.2019.130762
Language English
Journal Tetrahedron

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