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有机化学
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有机化学 ›› 2009, Vol. 29 ›› Issue (04): 575-579. 上一篇    下一篇

研究论文

5-芳基-2-呋喃甲酰基氨基硫脲类衍生物的合成及水溶液中 阴离子识别研究

张有明 ; 王雅琳; 林 奇; 王丹丹; 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)
  • 收稿日期:2008-08-26 修回日期:2008-10-10 发布日期:2009-04-20
  • 通讯作者: 魏太保

Synthesis of 5-Aryl-2-furoyl Thiosemicarbazides and Anion Recognition in Aqueous Media

Zhang, Youming; Wang, Yalin; Lin, Qi ; Wang, Dandan ; Wei, Taibao*   

  1. (Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest
    Normal University, Lanzhou 730070)
  • Received:2008-08-26 Revised:2008-10-10 Published:2009-04-20
  • Contact: Wei, Taibao

PDF

1167

被引次数

35 | 6

合成了一系列未见文献报道的5-芳基-2-呋喃甲酰基氨基硫脲类衍生物, 通过1H NMR, IR, 元素分析确认了其结构. 并利用紫外-可见吸收光谱考查了它们在DMSO及DMSO/H2O溶液中与F－, Cl－, Br－, I－, CH3COO－, , 等阴离子的识别作用. 结果表明: 该类受体分子能较好地识别F－, CH3COO－, 三种阴离子, 当加入这三种阴离子后, 溶液的颜色由淡黄色转变为亮黄色. 通过改变含水量可有效地调控识别作用的选择性. 1H NMR滴定实验进一步证实了受体分子与阴离子通过氢键作用形成主客体配合物.

关键词: 呋喃甲酰基氨基硫脲, 阴离子识别, 脱质子, 氢键

A new series of 5-aryl-2-furoyl thiosemicarbazides have been designed and synthesized. Their structures have been confirmed by 1H NMR, IR spectra and elemental analysis. The binding properties of the receptors with anions such as F－, Cl－, Br－, I－, CH3COO－, and in DMSO and DMSO/H2O solvents were investigated by UV-Vis spectroscopy. The results showed that the receptor had a better selectivity for F－, CH3COO－ and . A clear color change was observed from colorless to light yellow upon addition of F－, CH3COO－, or . It could be efficiently mode tuned by increasing water content to recognize of the role of the selective control capability. The 1H NMR titrations confirmed hydrogen bonding interactions between the receptors and anions.

Key words: furoyl thiosemicarbazide, anion recognition, hydrogen-bond interaction, deprotonation