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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (07): 1233-1237. 上一篇    下一篇

研究论文

新型脱氧胆酸类手性不对称脲分子钳的设计合成

赵志刚* ; 刘兴利 ;李 晖 ; 唐晓丽   

  1. (西南民族大学化学与环境保护工程学院 成都 610041)
  • 收稿日期:2008-03-08 修回日期:2008-04-17 发布日期:2008-07-28
  • 通讯作者: 赵志刚

Design and Synthesis of Novel Deoxycholic Acid-Based Chiral Molecular Tweezers Containing Unsymmetrically Disubstituted Urea Unit

ZHAO, Zhi-Gang* ; LIU, Xing-Li ; LI, Hui ; TANG, Xiao-Li   

  1. (College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041)
  • Received:2008-03-08 Revised:2008-04-17 Published:2008-07-28
  • Contact: ZHAO, Zhi-Gang

PDF

542

被引次数

10 | 3

以刚性的脱氧胆酸甲酯为隔离基, 在其3位连接苯甲酰基, 12位连接手性不对称脲, 设计合成了一类新型的手性分子钳. 其结构均经1H NMR, IR, MS和元素分析确证, 并且考察了其对中性分子和D/L-氨基酸甲酯的识别性能. 实验结果表明, 这类分子钳人工受体不仅对中性有机小分子具有良好的识别能力, 而且对D/L-氨基酸甲酯亦具有优良的对映选择性识别性能.

关键词: 脱氧胆酸, 分子钳, 手性不对称脲, 合成

A novel type of chiral molecular tweezers has been designed and synthesized by linking benzoyl and chiral unsymmetrically disubstituted urea unit to 3-position and 12-position of rigid methyl deoxycholate. Their structures were confirmed by 1H NMR, IR, MS spectra and elemental analyses. The recognition properties of these molecular tweezers for neutral molecules and D/L-amino acid methyl esters have been investigated. The results indicate that these molecular tweezers not only recognize neutral organic molecules well, but also have good enantioselectivity for D/L-amino acid methyl esters.

Key words: molecular tweezer, synthesis, chiral unsymmetrical urea, deoxycholic acid