新的席夫碱型鹅去氧胆酸分子钳的微波无溶剂合成有机化学.pdfVIP

DOI: 10.6023/cjoc201309002 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 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 (西南民族大学化学与环境保护工程学院 成都 610041) 摘要 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 1 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 H 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 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 (College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041) Abstract 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