Design of two pyrazole-based sensors with similar configuration and different fluorescent response to anions.
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.
Li
Yaping
Y
Department of Chemistry, Nankai University, Tianjin, 300071, People's Republic of China.
Shao
Jie
J
Yu
Xudong
X
Xu
Xiufang
X
Lin
Hai
H
Cai
Zunsheng
Z
Lin
Huakuan
H
D000838:Anions / Q000032:analysis / Q000737:chemistry; D015195:Drug Design; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D010659:Phenylhydrazines / Q000737:chemistry; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry*; D013057:Spectrum Analysis
D000838:Anions; D005456:Fluorescent Dyes; D010659:Phenylhydrazines; D011720:Pyrazoles