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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Design of two pyrazole-based sensors with similar configuration and different fluorescent response to anions
Yaping Li1, Jie Shao, Xudong Yu
1Department of Chemistry, Nankai University, Tianjin, 300071, People's Republic of China.
Abstract:
Two simple fluorescent anion receptors based on 1-phenyl-3-methylpyrozole-5-one-4-one phenylhydrazone (L1) and 1-phenyl-3-methylpyrozole-5-one-4-one p-nitrophenylhydrazone (L2) were designed, synthesized and characterized with (1)H NMR, COSY spectrum, (13)C NMR, ESI-mass and elemental analyse. Interestingly, two receptors with similar configuration exhibited different anion binding behaviors in DMSO solution. The results of Job plots and ESI-mass spectrum indicate that L1 bind anions such as F(-), AcO(-), H(2)PO (4) (-) to form 2:1 host-guest complexation, while L2 bind anions to form 1:1 host-guest complexation in the solution.
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