二茂铁基1,3,4-三唑席夫碱衍生物合成及生物活性和电化学性质

doi:10.3724/SP.J.1095.2014.30294

摘要/Abstract

摘要： 首次合成了二茂铁基-1,3,4-三唑Schiff碱衍生物（5a~5e），利用IR、1H NMR和HRMS等手段对其进行了结构表征。用黄瓜子叶生根法以及小麦芽鞘法，分别测试化合物的细胞分裂素活性和生长素活性。结果表明，在10 mg/L浓度下，有4个化合物的子叶生根促进作用为46.9%~73.6％，比对参照物的细胞分裂活性更高，但生长素活性不明显，化合物5c仅提高25％；化合物的除草活性在68%~72%之间。以石墨烯修饰的玻碳电极为工作电极，在Britton-Robison缓冲溶液中，研究了目标化合物电化学行为。结果表明，在pH值为2或3的溶液中，合成目标化合物具有良好的氧化还原可逆性，氧化峰电流对数（lg Ipc）与扫描速度对数(lg v)、浓度对数(lg c)均呈现良好线性关系，目标化合物(5a~5d)的电子转移过程均受吸附-扩散混合控制，该类化合物的循环伏安法最低检出限为10-5 mol/L。

关键词: 二茂铁基均三唑, 植物生长调节活性, 除草活性, 循环伏安法

Abstract: Ferrocenyl-1,3,4-triazoles Schiff base derivatives（5a~5e）were synthesized and characterized by IR, 1H NMR and HRMS for the first time. The cell division activity and auxin activity were tested by cucumber cotyledon method and wheat malt sheath method. At a concentration of 10 mol/L, four compounds show 46.9%~73.6％ promoting activity which is higher than that of the control. The auxin activity of compound 5c is up to 25％. The herbicidal activities of the compounds are up to 68%~72%. Cyclic voltammetry was used to detect the electrochemical behavior of the target compounds using glassy carbon electrode modified with graphene in the Britton-Robison buffer solution. The influence of pH, potential scanning rate and concentration on the electrochemical behavior of the target compounds was studied. These compounds perform good redox reversibility when pH value is equal to 2 or 3. The logarithm of oxidation peak current(Ipc) shows good linear relationship with the logarithm of scanning rate and the logarithm of concentration. The electron transfer of compounds（5a~5d） is reversible process under control of adsorption-diffusion. The lowest of detection is 10-5 mol/L.

Key words: ferrocenyltriazole, plant growth regulatory activity, herbicide activity, cyclic voltammetry

中图分类号:

O626

朱长安, 武飞宇, 王雪, 高丽娜, 翁前锋, 石丽, 张成路. 二茂铁基1,3,4-三唑席夫碱衍生物合成及生物活性和电化学性质[J]. 应用化学, DOI: 10.3724/SP.J.1095.2014.30294.

ZHU Chang'an, WU Feiyu, WANG Xue, GAO Li′na, WENG Qianfeng, SHI Li, ZHANG Chenglu*. Synthesis, Biological Activity and Electrochemical Properties of Ferrocenyl 1,3,4-Triazoles Derivatives[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2014.30294.

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