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M a y 0 9 - 1 0 , 2 0 1 9
S t o c k h o l m , S w e d e n
Page 29 Journal of Organic & Inorganic Chemistry
ISSN: 2472-1123 Advanced Chemistry 2019
2nd European Congress on
Advanced Chemistry
Thiophenol (C6H5SH, PhSH) is a widely used aromatic organosulfur in
organic synthesis and in industrial chemistry. Therefore, facile and
effective detection of this irritant and toxic compound is highly desired for
environmental monitoring and assessment. Herein, we reported a novel near-
infrared (NIR) probe (1) for fluorescence turn-on detection of PhSH. The probe
was obtained by coupling 2, 4-dinitrophenyl (DNP) to a hydroxy-substituted
dicyanoisophorone based D–π–A fluorophore. PhSH can specifically mediated
a nucleophilic aromatic substitution (SNAr) reaction with probe 1 to release
the D–π–A fluorophore, thus achieving a dramatic turn-on NIR fluorescence
response (~200 fold, λem=693 nm) and a dramatic colour change of the probe
solution from red (λabs=524 nm) to blueness (λabs=668 nm). This fluorescent
assay based on probe 1 displayed a large Stokes shift (~133 nm) and a high
sensitivity for PhSH sensing with a low detection limit of 34 nM. Moreover,
probe 1 was successfully applied to monitor PhSH in real water samples as
well as imaging PhSH in living cells.
Biography
Yuanqiang Hao has completed his PhD at the age of 29 years
from Central South University. He is currently an associate
professor at Shangqiu Normal University. He has published
more than 30 papers in reputed journals.
A dicyanoisophorone-based highly sensitive and selective near-
infrared fluorescent probe for sensing thiophenol in water
samples and living cells
Yuanqiang Hao, Xiuhua Wei, Yanli Zhou and Maotian Xu
Henan Key Laboratory of Biomolecular Recognition and Sensing, College of Chemistry and
Chemical Engineering, (Shangqiu Normal University, Shangqiu, China)
Yuanqiang Hao et al., J Org Inorg Chem 2019, Volume:5
DOI: 10.21767/2472-1123-C2-023