有机化学 ›› 2014, Vol. 34 ›› Issue (3): 572-577.DOI: 10.6023/cjoc201309002 上一篇    下一篇

研究论文

新的席夫碱型鹅去氧胆酸分子钳的微波无溶剂合成

石治川, 赵志刚, 李晖, 谭炯   

  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:2013-09-01 修回日期:2013-11-01 出版日期:2014-03-25 发布日期:2013-11-14
  • 通讯作者: 赵志刚 E-mail:zzg63129@163.com
  • 基金资助:

    四川省科技支撑计划基金(No. 2012SZ0160)和西南民族大学中央高校基本科研业务费科学基金(No. 13NZYQN12)资助项目.

Solvent-Free Synthesis of Novel Schiff Base Type Molecular Tweezers Based on Chenodeoxycholic Acid Promoted by Microwave Irradiation

Shi Zhichuan, Zhao Zhigang, Li Hui, Tan Jiong   

  1. College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041
  • Received:2013-09-01 Revised:2013-11-01 Online:2014-03-25 Published:2013-11-14
  • Supported by:

    Project supported by the Science and Technology Department of Sichuan Province (No. 2012SZ0160) and the Fundamental Research Funds of Central Universities, Southwest University for Nationalities (No. 13NZYQN12).

在微波辐射无溶剂条件下,以鹅去氧胆酸甲酯为隔离剂,通过氨基与不同芳香醛缩合合成了十个含席夫碱结构单元为手臂的新型鹅去氧胆酸分子钳. 通过微波法和常规法的对比发现,使用微波法后,产率从30%~75%提高到85%~94%,反应时间从300~480 min缩短到0.5~1.5 min. 所有合成化合物的结构均经1H NMR,IR,ESI-MS和元素分析确证. 利用紫外光谱滴定法考察了其对分子的识别性能研究. 实验结果表明,这类分子钳人工受体对有机小分子具有良好的识别能力.

关键词: 鹅去氧胆酸, 分子钳, 微波合成, 分子识别

Ten new steroidal molecular tweezers were efficiently synthesized via a method employing microwave irradiation by using chenodeoxycholic acid as spacer and Schiff base unit as arm through the condensation of amines and different aromatic aldehydes. Compared with a conventional method, the yields were increased from 30%~75% to 85%~94% and the reaction times were reduced from 300~480 min to 0.5~1.5 min. The structures of these novel molecular tweezers were characterized by 1H NMR, IR, ESI-MS techniques and elemental analysis. The recognition properties of these molecular tweezers for organic molecules were investigated by UV-vis spectra. The results indicated that this type of molecular tweezers has good binding properties for organic molecules.

Key words: chenodeoxycholic acid, molecular tweezers, microwave synthesis, molecular recognition