A Diketopyrrolopyrrole‐Based Colorimetric and Fluorescent Probe for Cyanide Detection

Abstract

Red means CN: A new type of diketopyrrolopyrrole-based chromophore has been synthesized as a colorimetric and fluorescent probe for the detection of cyanide using only two reaction steps. Through the addition of cyanide to the chromophore, the fluorescence emission and color were greatly changed in a highly sensitive and selective manner.

Diketopyrrolopyrroles: Synthesis, Reactivity, and Optical Properties

“…Jang and co-workers reported that N -Boc-substituted DPP 152 reacts with tetrabutylammonium cyanide to give the adduct 153 showing different photophysical properties ( Scheme 50 ). [ 98 ] The addition of cyanides to the carbonyl groups of DPP 152 caused an almost complete disappearance of fl uorescence and a bathochromic shift in the absorption maximum. This reaction is possible due to the presence of electron-withdrawing Boc groups on the nitrogen atoms in compound 152 .…”

A turn-on fluorescence chemosensor for Al3+, F− and CN− ions, and its application in cell imaging

“…[40,41] While among the binding mechanisms for CN -, such as coordination, hydrogen-bonding interactions, and nucleophilic addition reactions, reaction-based sensors show both high selectivity and sensitivity. [32,[42][43][44] As eported, the Schiff base (-HC=N-) was used as binding site to detect CN -through a nucleophilic addition reaction. [45,46] Herein, we designed and synthesized a new Schiff base 3-[(2-hydroxybenzylidene)-amino]-1H-pyridin-2-one (HL) as a fluorescence chemosensor for multi-ions.…”

A Biocompatible Colorimetric Triphenylamine- Dicyanovinyl Conjugated Fluorescent Probe for Selective and Sensitive Detection of Cyanide Ion in Aqueous Media and Living Cells

“…Compared with other methods, fluorometric and colorimetric responses based on chemical reactions have attracted much attention due to their simple operation, high selectivity, high sensitivity and low cost [18,19,20,21,22]. The sensing mechanisms of fluorometric and colorimetric chemosenors for detecting CN − have been reported over the past few years, including hydrogen bonding reactions [23,24,25,26,27], forming cyanide anion complexes [28,29], electron transfer reactions [30,31,32] and nucleophilic addition reactions [33,34,35,36,37,38,39,40]. Among them, the nucleophilic addition reactions generally have high selectivity for detecting CN − .…”