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化学学报
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化学学报 ›› 2006, Vol. 64 ›› Issue (21): 2205-2209. 上一篇    下一篇

研究论文

含氨基酸单元的手性主体的合成及手性识别研究

徐括喜, 刘顺英, 何永炳*, 秦海娟, 卿光焱, 胡翎   

  1. (武汉大学化学系 武汉 430072)
  • 投稿日期:2006-01-17 修回日期:2006-06-12 发布日期:2006-11-14
  • 通讯作者: 何永炳

Study on Synthesis and Chiral Recognition of Chiral Hosts Containing Amino Acid Unit

XU Kuo-Xi; LIU Shun-Ying; HE Yong-Bing*; QIN Hai-Juan; QING Guang-Yan; HU Ling   

  1. (Department of Chemistry, Wuhan University, Wuhan 430072)
  • Received:2006-01-17 Revised:2006-06-12 Published:2006-11-14
  • Contact: HE Yong-Bing

PDF

861

被引次数

45 | 4

以L-丙氨酸和2,7-二萘酚为原料通过简单的方法合成了二种带有荧光基团萘的手性阴离子主体(1和2), 用红外光谱、质谱、元素分析、核磁共振氢谱及碳谱表征了它们的结构. 用荧光光谱及核磁共振氢谱研究了主体与二苯甲酰酒石酸阴离子的相互作用, 结果表明1, 2与D-或L-二苯甲酰酒石酸阴离子均形成1∶1的配合物, 主体1展现出良好的对二苯甲酰酒石酸阴离子对映选择性识别能力.

关键词: 手性主体, 合成, 荧光传感器, 手性识别, 氨基酸衍生物

Two chiral fluorescence hosts (1, 2) based on L-alanine and 2,7-dihydroxynaphthalene were synthesized and their structures were characterized by IR, 1H NMR, 13C NMR, mass spectra and elemental analysis. The chiral recognition property of such hosts was studied by 1H NMR and fluorescence spectra. The results demonstrate that hosts 1 and 2 with bis(tetrabutylammonium) dibenzoyl tartrate formed 1∶1 complexes. The host 1 exhibit a good chiral recognition ability toward the enantiomers of bis(tetrabutylammonium) dibenzoyl tartrate.

Key words: chiral hosts, synthesis, fluorescence sensor, chiral recognition, amino acid derivative