手性蒽基苯酚醚的合成及其分子开关研究  

Synthesis and molecular switch property study of chiral phenol ether with anthryl group

作　　者：彭丽芝[1] 刘文杰[1] 周子群[1] 何雪玉[1] 陈燕榆[1] 郭煜林[1] 

机构地区：[1]广东药学院医药化工学院,广东广州510006

出　　处：《陕西科技大学学报（自然科学版）》2013年第2期66-69,共4页Journal of Shaanxi University of Science & Technology

基　　金：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.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.

关 键 词：光致环加成 手性光开关 蒽环 苯环 

分 类 号：O621.3[理学—有机化学]