3-羟基-2-萘甲酰胺基苯基硫脲激发态分子内质子转移阴离子荧光传感

设计合成了受体分子3-羟基-2-萘甲酰胺基苯基硫脲(1a),考察了乙腈溶液中其吸收光谱和荧光光谱对阴离子的响应.红外光谱和核磁共振实验显示,1a酚羟基OH与邻位羰基O之间的分子内氢键强度较弱,乙腈溶液中仅发射短波长的正常荧光.阴离子存在时,其正常荧光猝灭,同时于长波长处出现激发态分子内质子转移(ESIPT)荧光.基于核磁滴定、荧光光谱和模型化合物对照实验结果提出了1a与阴离子的氢键结合模式和荧光传感机理.国家自然科学基金(批准号:20425518,20835005); 国家基础科学人才培养基金(批准号:J0630429)项目资助

Study on selective recognition of Hg--(2+) by N-(2-hydroxy-1-naphtalamido)-N'-phenyl-thiourea

设计合成了用于识别汞离子的ICT荧光传感分子n-(2-羟基-1-萘甲酰胺基)-n’-苯基硫脲(1),通过红外光谱、核磁共振谱和质谱表征了其结构。利用其荧光性质研究了该物质对几种重金属离子的识别性质,初步探讨了其结合模式。实验表明:在50%水-乙腈介质中主体分子1表现出对Hg2+良好的选择性,其结合比为1∶2。A novel fluorophore,N-(2-hydroxy-1-naphtalamido)-N'-phenyl-thiourea was synthesized and the structure were characterized by IR,1H NMR and ESI-MS.It showed fluorescence in acetonitrile in the presence of some transition metal ions,the highest sensitivity was observed with Hg2+.It was also found that the receptor 1 show sensitive and selective response toward Hg2+ in water-acetonitrile(50/50,v/v).Preliminary investigations were carried out to understand the selective signaling mechanism for Hg2+,which was shown to form a 2∶1 complex with the ligand.国家自然科学基金项目(20675069

Study on Synthesis and Anion Recognition of N-(Orthohydroxynaphthamido)-N′-Phenylthioureas

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-。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-、CH3CO-2、H2PO-4、HSO-4、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