有机化学 ›› 2013, Vol. 33 ›› Issue (01): 132-137.DOI: 10.6023/cjoc201208031 上一篇    下一篇

研究论文

以取代氨基硫脲为手臂的新型脱氧胆酸类分子钳的微波合成

夏振洋, 赵志刚, 石治川, 刘敏   

  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:2012-08-27 修回日期:2012-09-27 出版日期:2013-01-25 发布日期:2012-10-09
  • 通讯作者: 赵志刚 E-mail:zzg63129@yahoo.com.cn
  • 基金资助:

    西南民族大学中央高校基本科研业务费科学基金(Nos. 12ZYXS77, 11NZYTH05);四川省科技支撑计划基金(No. 2012SZ0160)和国家外专局基金(No. 2012-29)资助项目.

Microwave-Assisted Synthesis of Novel Molecular Tweezers Based on Deoxycholic Acid with Arm of Substituted Thiosemicarbazides

Xia Zhenyang, Zhao Zhigang, Shi Zhichuan, Liu Min   

  1. College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041
  • Received:2012-08-27 Revised:2012-09-27 Online:2013-01-25 Published:2012-10-09
  • Supported by:

    Project supported by the Fundamental Research Funds of Central Universities, Southwest University for Nationalities (Nos. 12ZYXS77, 11NZYTH05), the Science and Technology Department of Sichuan Province (No. 2012SZ0160) and the National Foreign Expert Bureau (No. 2012-29).

在微波辐射条件下, 以脱氧胆酸甲酯为隔离基, 通过三光气桥连取代氨基硫脲为手臂, 以良好的产率合成了10个新型脱氧胆酸分子钳, 其结构均经1H NMR, IR, MS及元素分析确证. 微波法具有反应时间短, 产率高, 对环境友好等优点. 利用差紫外可见光光度滴定法测试了主体化合物对Cl-, Br-, I-, NO3-等阴离子的识别作用. 实验结果表明, 主体对阴离子有良好的识别性能.

关键词: 脱氧胆酸, 分子钳, 微波合成, 分子识别

Ten new molecular tweezers based on deoxycholic acid were synthesized in good yields by using deoxycholic acid methyl ester as spacer to bridge different substituted thiosemicarbazides via triphosgene under microwave irradiation. Their structures were charactetized by 1H NMR, IR, MS techniques and elemental analysis. The microwave method has distinct advantages such as short reaction time, high yields and eco-friendly to the environment. The recognition properties of these molecular tweezers for Cl-, Br-, I-, NO3- anions were investigated by UV-vis spectra titration. The result indicated that this type of molecular tweezers has good binding properties for anions.

Key words: deoxycholic acid, molecular tweezer, microwave synthesis, molecular recognition