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Updated: Jan 3, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
A coumarin chalcone ratiometric fluorescent probe for hydrazine based on deprotection, addition and subsequent
Miaomiao Xing1, Kangnan Wang1, Xiangwen Wu2
1School of Materials Science and Engineering, University of Jinan, Jinan 250022, Shandong, China. duxiacao@ujn.edu.cn mse_guanrf@ujn.edu.cn.
Abstract:
A ratiometric fluorescent probe for hydrazine based on a coumarin chalcone framework and a levulinic acid terminal group with a low detection limit (0.1 ppb, 0.003 μM), a large ratiometric fluorescence change (I465/I575, 1265-fold enhancement) and a wide pH work range (3.0-12.0) was developed. The mechanism analysis of the isolated hydrazine product characterized by NMR, HRMS and the crystal structure indicates that the levulinic acid group is firstly removed by deprotection and then the dihydropyrazole ring is formed due to the addition and subsequent cyclization reaction in the presence of hydrazine.
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