Moura Nuno M M, Núñez Cristina, Santos Sérgio M, Faustino M Amparo F, Cavaleiro José A S, Neves M Graça P M S, Capelo José Luis, Lodeiro Carlos
Department of Chemistry and QOPNA, University of Aveiro , 3810-193 Aveiro, Portugal.
Inorg Chem. 2014 Jun 16;53(12):6149-58. doi: 10.1021/ic500634y. Epub 2014 Jun 3.
New pyrazole-porphyrin conjugates were successfully prepared from a reaction of β-porphyrin-chalcone derivatives with phenylhydrazine in acetic acid followed by an oxidative step. This fast and efficient synthetic approach provided the expected compounds in yields up to 82%. The sensing ability of the new porphyrin-pyrazole derivatives to detect the metal ions Ag(+), Na(+), K(+), Mg(2+), Ca(2+), Ni(2+), Cu(2+), Zn(2+), Cd(2+), Hg(2+), Pb(2+), and Cr(3+) was studied by spectrophotometric and spectrofluorimetric titrations. In the presence of Zn(2+), the conjugates exhibit changes in the emission spectra that are desired for a ratiometric-type fluoroionophoric detection probe. The studies were extended to gas phase, where the pyrazole-porphyrin conjugates show ability to sense metal ions with high selectivity toward Cu(2+) and Ag(+), and in poly(methyl methacrylate) doped films with promising results for Zn(2+) detection.
通过β-卟啉-查尔酮衍生物与苯肼在乙酸中反应，随后进行氧化步骤，成功制备了新型吡唑-卟啉共轭物。这种快速高效的合成方法以高达82%的产率提供了预期的化合物。通过分光光度法和荧光分光光度滴定法研究了新型卟啉-吡唑衍生物对金属离子Ag(+)、Na(+)、K(+)、Mg(2+)、Ca(2+)、Ni(2+)、Cu(2+)、Zn(2+)、Cd(2+)、Hg(2+)、Pb(2+)和Cr(3+)的传感能力。在Zn(2+)存在下，共轭物在发射光谱中表现出变化，这是比率型氟离子载体检测探针所期望的。研究扩展到气相，其中吡唑-卟啉共轭物显示出对Cu(2+)和Ag(+)具有高选择性地传感金属离子的能力，并且在聚甲基丙烯酸甲酯掺杂膜中对Zn(2+)检测有良好结果。
