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2-(2'-羟基-3'-甲氧基苯基)-5,6-二硝基苯并咪唑的阴离子识别

郁铭1, 林海2, 林华宽1   

    1. 南开大学化学系,
    2. 南开大学吸附与分离功能材料重点实验室, 天津 300071
  • 收稿日期:2006-01-17 修回日期:1900-01-01 出版日期:2007-01-10 发布日期:2007-01-10
  • 通讯作者: 林华宽

Anion Recognition of 2-(2'-Hydroxy-3-methoxy phenyl)-5,6-dinitrobenzimidazole

YU Ming1, LIN Hai2, LIN Hua-Kuan1   

    1. Department of Chemistry,
    2. Key Laboratory of Functional Polymer Materials for Adsorption and Seperation, Nankai University, Tianjin 300071, China
  • Received:2006-01-17 Revised:1900-01-01 Online:2007-01-10 Published:2007-01-10
  • Contact: LIN Hua-Kuan

摘要: 设计并合成了2-(2'-羟基-3'-甲氧基苯基)-5,6-二硝基苯并咪唑化合物(1), 通过X射线单晶衍射研究了该化合物的固态结构. 利用紫外-可见光谱技术研究了其对阴离子的识别, 发现化合物1能够在DMSO中对AcO-, H2PO4-, OH-的3种离子进行有效识别, 同时溶液由原来的黄色变成红色, 实现裸眼检测.

关键词: 5,6-二硝基苯并咪唑衍生物, 合成, 晶体结构, 阴离子识别

Abstract: The design and synthesis of functionalized receptors for the development of potential chemosensors is an increasingly topical field in anion recognition chemistry. The incorporation of chromophores into the receptor, which are sensitive to the interactions between the host and guest molecules, has recently gained considerable attention due to their low detection limit. In this article a benzimidazole-based anion receptor 1 was designed and synthesized. The structure of compound 1 was confirmed through single crystal X-ray diffraction analysis. Anion binding studies carried out by using 1H NMR and UV-Visible reveal that this compound exhibited the recognition towards AcO-, H2PO4-, OH- in DMSO solutions. Receptor 1 showed dramatic color changes from light-yellow to red in the presence of AcO-, H2PO4-, OH-. The intermolecular interactions between compound 1 and anions could be easily monitored by anion complexation-induced changes in UV-Vis absorption and by the “naked eye”.

Key words: 5,6-Dinitrobenzimidazole derivatives , Synthesis, Crystal structure, Anions recognition

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