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N-邻羟基萘甲酰胺基-N′-苯基硫脲的合成及其对阴离子的识别
引用本文:吴粦华,陈瑶函.N-邻羟基萘甲酰胺基-N′-苯基硫脲的合成及其对阴离子的识别[J].光谱实验室,2009,26(4):787-793.
作者姓名:吴粦华  陈瑶函
作者单位:1. 厦门大学化学化工学院化学系,福建省厦门市思明南路1号,361005;龙岩学院化学与材料工程系,福建省龙岩市凤凰北路1号,364000
2. 厦门大学化学化工学院化学系,福建省厦门市思明南路1号,361005
摘    要:设计合成了3种N-邻羟基萘甲酰胺基-N′-苯基硫脲类化合物,通过核磁共振谱和质谱表征了其结构。应用吸收光谱和荧光光谱考察了在乙腈中其与F-、CH3CO2-、H2PO4-、HSO4-、Cl-和Br-等阴离子的相互作用。结果表明,该类主体分子与阴离子形成结合比为1∶1氢键配合物,通过改变萘环上酰基和羟基的相邻位置可调控识别作用的选择性,它们与阴离子作用分别在355、367nm和372nm出现最大吸收峰,荧光光谱显示它们对F-有突出的响应灵敏度,可选择性识别F-。

关 键 词:N-邻羟基萘甲酰胺基-N′-苯基硫脲  吸收光谱  荧光传感  阴离子识别

Study on Synthesis and Anion Recognition of N-(Orthohydroxynaphthamido)-N'-Phenylthioureas
Wu Lin-Hua,Chen Yao-Han.Study on Synthesis and Anion Recognition of N-(Orthohydroxynaphthamido)-N'-Phenylthioureas[J].Chinese Journal of Spectroscopy Laboratory,2009,26(4):787-793.
Authors:Wu Lin-Hua  Chen Yao-Han
Institution:Wu Lin-Hua, CHEN Yao-Han (1. Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, P. R. China; 2.Department of Chemical and Materials Engineering, Longyan University, Longyan, Fujian 364000, P. R. China)
Abstract:The N-(orthohydroxynaphthamido)-N′-phenylthioureas were designed and synthesized and their structure were characterized by 1HNMR and ESI-MS.Their interaction with anions such as F^-、CH3CO2^-、H2PO4^-、HSO4^-、Cl^- and Br^- in acetonitrile were investigated by absorption and fluorescence spectra.The hydrogen bonding of 1∶1 complexes were formed between receptors and anions.The selectivity of receptors to anion could be efficiently tuned by altering substituent site of acyl and hydroxyl at N-naphtyl moiety.The receptors interaction with anions induced maximal new peaks at 355nm, 367nm and 372nm in the absorption spectra,respectively. The F^- induced enhancement of the receptors could be applied as selective fluorescent sensors for fluoride.
Keywords:N-(Orthohydroxynaphthamido)-N′-Phenylthioureas  Absorption Spectra  Fluorescence Sensor  Anion Recognition
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