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

doi:10.6023/cjoc201309002

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (3): 572-577.DOI: 10.6023/cjoc201309002 Previous Articles Next Articles

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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

收稿日期:2013-09-01 修回日期:2013-11-01 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

College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041

Received:2013-09-01 Revised:2013-11-01 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).

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

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Shi Zhichuan, Zhao Zhigang, Li Hui, Tan Jiong. Solvent-Free Synthesis of Novel Schiff Base Type Molecular Tweezers Based on Chenodeoxycholic Acid Promoted by Microwave Irradiation[J]. Chin. J. Org. Chem., 2014, 34(3): 572-577.

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新的席夫碱型鹅去氧胆酸分子钳的微波无溶剂合成

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

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