有机化学 ›› 2007, Vol. 27 ›› Issue (04): 513-518. 上一篇    下一篇

研究论文

新型手性不对称脲石胆酸分子裂缝的设计合成

周彩娥,赵志刚*,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:2006-09-11 修回日期:1900-01-01 发布日期:2007-03-29
  • 通讯作者: 赵志刚

Design and Synthesis of Novel Chiral Lithocholic Acid-Based Mole-cular Clefts Containing Unsymmetrically Disubstituted Urea Unit

ZHOU Cai-E, ZHAO Zhi-Gang*, TANG Xiao-Li   

  1. (College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041)
  • Received:2006-09-11 Revised:1900-01-01 Published:2007-03-29
  • Contact: ZHAO Zhi-Gang

以刚性的石胆酸甲酯为骨架, 手性不对称脲为侧链, 通过三光气桥连, 设计合成了一类新型的手性分子裂缝. 7个分子裂缝均为新化合物, 其结构均经1H NMR, IR, MS和元素分析确证, 并且考察了其对卤素阴离子Cl, Br, I的识别性能. 初步的实验结果表明, 这类分子裂缝不仅可与所考察的卤素阴离子形成1∶1型超分子配合物, 而且对卤素阴离子具有良好的识别选择性.

关键词: 分子裂缝, 合成, 手性不对称脲, 石胆酸

A novel type of chiral molecular clefts has been designed and synthesized by linking a chiral unsymmetrically disubstituted urea to rigid methyl lithocholate via triphosgene. Seven molecular clefts are new compounds. Their structures were confirmed by 1H NMR, IR, MS spectra and elemental analyses. The recognition properties of these molecular clefts for halogen anions have been investigated by UV-visible spectral titration. The preliminary results indicated that these molecular clefts not only possessed the ability to form 1∶1 complex with anions examined, but also showed good selectivity for halogen anions.

Key words: molecular cleft, synthesis, chiral unsymmetrical urea, lithocholic acid