高等学校化学学报 ›› 2006, Vol. 27 ›› Issue (5): 871.

• 研究论文 • 上一篇    下一篇

N-硝基苯基吡咯酰胺对阴离子识别研究

尹振明, 何家骐, 程津培   

  1. 南开大学化学系, 元素有机化学国家重点实验室, 天津 300071
  • 收稿日期:2005-04-27 出版日期:2006-05-10 发布日期:2006-05-10
  • 通讯作者: 程津培(1948年出生),男,博士,教授,博士生导师,中国科学院院士,主要从事物理有机化学研究. E-mail: jpcheng@nankai.edu.cn
  • 基金资助:

    国家重点基础发展规划项目(批准号: G2000078100)和国家自然科学基金(批准号: 200720207)资助.

Studies on Anions Recognition of N-Nitrophenyl-1H-pyrrole-2-carboxamide

YIN Zhen-Ming, HE Jia-Qi, CHENG Jin-Pei*   

  1. Department of Chemistry, State Key Laboratory of ElementoOrganic Chemistry, Nankai University,
    Tianjin 300071, China
  • Received:2005-04-27 Online:2006-05-10 Published:2006-05-10
  • Contact: CHENG Jin-Pei, E-mail: jpcheng@nankai.edu.cn

摘要:

合成了2个N-硝基苯基吡咯酰胺阴离子识别主体. 通过X射线单晶衍射确定了间位硝基取代物的结构, 氢键及π-π相互作用在该化合物的组装过程中起到了决定性的作用. 利用UV-Vis光谱研究了这两个主体对常见无机阴离子的识别, 结果表明, 它们不仅对F-和H2PO4-离子有比较强的识别能力, 而且在识别发生时还伴随着显著的颜色变化, 因此这两个化合物都可作为阴离子的比色传感器.

关键词: 硝基吡咯酰胺; 晶体结构; 阴离子识别

Abstract:

Molecular recognition of anion is currently an expanding area of research especially in the context of designing anion sensors. Herein, two nitrophenyl pyrrolic amide receptors, p-nitrophenyl-1H-pyrrole-2-carboxamide(1) and m-nitrophenyl-1H-pyrrole-2-carboxamide(2), were synthesized by coupling pyrrole-2-carboxylic acid with nitroaniline in the presence of dicyclohexylcarbodiimide(DCC). The structure of compound 2 was characterized by X-ray crystallography. It is revealed that hydrogen bonding interaction and π-π stacking played an important role in the selfassembly of compound 2. The anions recognition of the two compounds were studied by the UV-Vis method in highly polar solvent of DMSO. Both compounds show a significant color change when F- and H2PO-4 were added indicating they would be new colorimetric sensors for the two anions.

Key words: N-Nitrophenyl-1H-pyrrole-2-carboxamide; Crystal structure; Anions recognition

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