有机化学 ›› 2007, Vol. 27 ›› Issue (08): 994-998. 上一篇    下一篇

研究论文

微波干法合成脱氧胆酸分子钳人工受体

刘兴利,赵志刚*,曾碧涛   

  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:2007-02-06 修回日期:1900-01-01 发布日期:2007-07-30
  • 通讯作者: 赵志刚*

Solvent-Fee Synthesis of Molecular Tweezer Artificial Recep-torsDerived from Deoxycholic Acid under Microwave Irradiation

LIU Xing-Li, ZHAO Zhi-Gang*, ZENG Bi-Tao   

  1. (College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041)
  • Received:2007-02-06 Revised:1900-01-01 Published:2007-07-30
  • Contact: ZHAO Zhi-Gang*

在微波辐射无溶剂条件下, 以固体K2CO3为载体, 脱氧胆酸甲酯与芳酰氯反应合成了11个脱氧胆酸分子钳人工受体, 其中5个为新化合物, 所有化合物的结构均经1H NMR, IR, MS及元素分析所确证. 同传统方法相比, 该法具有简单、安全、快速、有效、对环境友好等优点. 同时考察了这类受体对中性和手性分子的识别性能. 结果表明, 这类分子钳受体不但对中性分子具有识别性能, 而且对D/L-氨基酸甲酯具有对映选择性识别性能.

关键词: 脱氧胆酸, 分子钳, 分子识别, 微波辐射

Eleven molecular tweezer artificial receptors based on deoxycholic acid have been synthesized by using solid K2CO3 as supporter through the reaction of methyl deoxycholate with aroyl chloride in solvent-free conditions under microwave irradiation, five of which are new compounds. The structures of all the molecular tweezers were characterized by 1H NMR, IR, MS spectra and elemental analysis. Compared with the conventional method, this method is simple, safe, rapid, efficient and eco-friendly. The recognition properties of these molecular tweezers for neutral molecules and chiral molecules were investigated. The results indicate that these molecular tweezers not only recognize neutral organic molecules but also have good enantioselectivity to D/L- amino acid methyl esters.

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