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化学学报
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化学学报 ›› 2007, Vol. 65 ›› Issue (24): 2947-2951. 上一篇    下一篇

研究论文

基于硫脲衍生物的钳形分子受体的晶体结构及其对F－离子的选择性识别

张有明, 曹成, 魏微, 魏太保*   

  1. (西北师范大学化学化工学院 甘肃省高分子材料重点实验室 兰州 730070)
  • 投稿日期:2006-05-08 修回日期:2007-08-04 发布日期:2007-12-28
  • 通讯作者: 魏太保

Crystal Strusture of Thiourea Derivatives Based Tweezer Receptors and Its Selective Recognition of Fluoride Ion by Hydrogen Bonding

ZHANG You-Ming; CAO Cheng; WEI Wei; WEI Tai-Bao*   

  1. (Gansu Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070)
  • Received:2006-05-08 Revised:2007-08-04 Published:2007-12-28
  • Contact: WEI Tai-Bao

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设计并在超声波辐射下合成了3种基于硫脲衍生物的氢键型钳形分子受体, 单晶结构表明该类主体分子可与DMF形成1∶1型氢键配合物. 在DMF中利用紫外-可见吸收光谱研究了其与4种卤素离子的相互作用, 发现该类中性受体可与阴离子形成主客体配合物, 表现为对F－有识别作用, 而其它3种卤素离子的加入则无类似的光谱变化, 这可归因于F－与主体化合物发生氢键作用. 计算表明, 主体与阴离子形成1∶1型的配合物, 结合能力随苯环上取代基亲电性不同而规律变化. 1H NMR滴定进一步证实了氢键作用的存在及参与类型.

关键词: 酰基硫脲, 单晶, 分子钳, 阴离子识别, 氢键

Three N,N'-bis[p-(un)substitued] anilinothiocarbonyl]-m-phthalamide derivatives were designed as novel neutral anion receptors, and synthesized. The single crystal structure of compound R1 shows shat a solvent molecule was captured by the host interhydrogen bonding. Their application as anion receptors has been examined by UV-Vis and 1H NMR spectroscopies, indicating that they had a higher selectivity to F－ than to other halide anions. The host and guest form a 1∶1 stoichiometry complex through hydrogen bonding interactions in the solvent of DMF, and the association constants are related with the electronic effect of the substituents with different bonding abilities. Results of 1H NMR titration conformed the combination mode assumed above.

Key words: acyl thiourea, single crystal, molecular tweezer, anion recognition, hydrogen bond