A fluorescent probe for hydrazine based on a newly developed 1-indanone-fused coumarin scaffold. (March 2019)

• Record Type: Journal Article
• Authors: Liu, Yuan; Ren, Dandan; Zhang, Jianjian; Li, Hua; Yang, Xiao-Feng
• Is Part Of: Dyes and pigments. Volume 162(2019)
• Page Start: 112
• Page End: 119
• Publication Date: 2019-03
• Subjects: Hydrazine -- Coumarin -- Indanone -- Fluorescent probe; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2018.10.012
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: A 7-diethylaminocoumarin and 1-indanone-fused fluorescent dye (CI ) was developed.CI was superior to traditional coumarins in terms of bathochromic shift in absorption and emission maxima (λabs /λem = 518/598 nm in ethanol). To illustrate its value, we rational designed a new hydrazine-selective fluorescent probe by the judicious anchoring ofCI to malononitrile to formCI-DCV . Upon mixing with hydrazine, the dicyanovinyl group ofCI-DCV was converted to the corresponding hydrazone, which inhibited the intramolecular charge transfer within the probe, thereby affording remarkable blue shifts in the absorption and fluorescence spectra. The proposed probe shows high selectivity toward hydrazine over other structural analogs and reductive species and can be applied in hydrazine detection in a variety of samples. Graphical abstract: Highlights: A fluorescent probe for hydrazine has been developed based on a newly developed 1-indanone-fused coumarin scaffold. The fluorescence sensing is realized by converting the dicyanovinyl group of the probe to the corresponding hydrazone. The probe affords remarkable blue shifts in the absorption and fluorescence spectra upon treating with hydrazine. The probe shows high selectivity toward hydrazine over other structural analogs and reductive species.