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手性蒽基苯酚醚的合成及其分子开关研究
引用本文:彭丽芝,刘文杰,周子群,何雪玉,陈燕榆,郭煜林.手性蒽基苯酚醚的合成及其分子开关研究[J].西北轻工业学院学报,2013(2):66-69.
作者姓名:彭丽芝  刘文杰  周子群  何雪玉  陈燕榆  郭煜林
作者单位:广东药学院医药化工学院
基金项目:广东省大学生创新实验项目(1057310040)
摘    要:9-氯甲基蒽与3-((S)-2-甲基丁氧基)-5-苄氧基苄醇在相转移催化剂存在下反应生成手性蒽基苯酚醚4.化合物4的稀苯溶液经过365nm紫外光照射,发生蒽环与苯环间的分子内4π+4π]光致环加成反应,定量地生成多环化合物5(5’).5(5’)在254nm紫外光或热的作用下发生可逆的开环反应,定量地转变成原料4.4 5(5‘)的光致可逆过程可通过核磁共振和旋光度来检测.该反应可应用于手性光开关材料的研究.

关 键 词:光致环加成  手性光开关  蒽环  苯环

Synthesis and molecular switch property study of chiral phenol ether with anthryl group
PENG Li-zhi,LIU Wen-jie,ZHOU Zi-qun,HE Xue-yu,CHEN Yan-yu,GUO Yu-lin.Synthesis and molecular switch property study of chiral phenol ether with anthryl group[J].Journal of Northwest University of Light Industry,2013(2):66-69.
Authors:PENG Li-zhi  LIU Wen-jie  ZHOU Zi-qun  HE Xue-yu  CHEN Yan-yu  GUO Yu-lin
Affiliation:(College of Chemistry and Chemical Engineering,Guangdong Pharmaceutical University,Guangzhou 510006 China)
Abstract:Chiral phenol ether with anthryI group 4 was synthesized by Williamson reaction between 9-chloromethylanthracene and 3-((S)-3-methylbutoxy)-5-benzyloxybenzyl alcohol in the presence of phase transfer catalyst. Compound 4 occurred intramolecular 47π-4π] photocycloaddition reaction to form polycyclic compounds 5 (5') in diluted benzene solution under the UV irradiation at 365 nm. The quantitative process was completely reversed by UV light at 254 nm or heating. The reversible process of 4 5(5') was detected by NMR and op- tical rotation. This reaction might be used for the research of chiroptical switch materials.
Keywords:photocycloaddition  chiroptical switches  anthracene ring  benzene ring
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