紫外辐照法合成环蕃醛  

Synthesis of Cyclophanealdehyde by Ultraviolet Irradiation

作　　者：金振康 刘和文 JIN Zhenkang;LIU Hewen(School of Chemistry and Materials Science,University of Science and Technology of China,Hefei 230026,China)

机构地区：[1]中国科学技术大学化学与材料科学学院

出　　处：《应用化学》2019年第12期1371-1375,共5页Chinese Journal of Applied Chemistry

基　　金：国家自然科学基金(51673181)项目资助~~

摘　　要：利用254 nm紫外光对[2.2]对环蕃氯仿溶液进行辐照,得到两种主要产物4-醛基-[2.2]-对环蕃和4,4’-(乙基-1,2-二取代)二苯甲醛,利用核磁共振波谱仪(NMR)和气相色谱-质谱联用(GC-MS)技术手段对产物的结构进行分析研究。同时对反应条件进行探究,发现当氯仿和水同时存在时才能生成醛基,并由此提出了提出了可能的反应机理:通过瑞默-提曼反应使CHCl2·自由基加成到苯环上并进一步生成醛基。In this paper,the chloroform solution of[2.2]paracyclophane is irradiated under 254 nm ultraviolet light to yield two main products,i.e.4-formyl[2.2]paracyclophane and 4,4’-(ethane-1,2-diyl)dibenzaldehyde.The structures of the products are characterized by nuclear magnetic resonance spectroscopy(NMR),gas chromatography-mass spectrometer(GC-MS).The reaction conditions are explored.The coexistence of chloroform and water is important to form the aldehyde products and a possible reaction mechanism that the CHCl2·radical is added to the benzene ring and further forms an aldehyde group by Reimer-Tiemann reaction is proposed.

关 键 词：环蕃 环蕃醛 紫外辐照 

分 类 号：O625.4[理学—有机化学]