氢氧化铯催化二芳基二硫醚与端炔反应研究  

Study on the Cesium Hydroxide-Catalyzed Reaction of Terminal Acetylenes with Diaryldisulfides

作　　者：许新华[1] 邵玲玲[1] 邹康兵[1] 李若信[1] 方大为[1] 

机构地区：[1]湖南大学化学化工学院,湖南长沙410082

出　　处：《湖南大学学报（自然科学版）》2008年第11期54-56,共3页Journal of Hunan University:Natural Sciences

基　　金：国家自然科学基金资助项目(20372020)

摘　　要：以3-甲氧基丙炔与二苯基二硫醚的反应作为模型.探讨反应条件对反应结果的影响.实验表明以THF作溶剂,在0℃以下,不论是在空气氛中或在氮气氛中反应,都产生3-甲氧基丙炔基苯基硫醚与(Z)-1,2-二苯硫基烯的混合物,总收率约40%.在室温、空气氛中反应得上述两种生成物的混合物,总收率约80%.而在氮气保护下进行反应,则仅产生(Z)-1,2-二苯硫基烯.探讨了反应机理.在氮气保护下,进行了其他端炔与二芳基二硫醚反应,高立体选择的合成了6种(Z)-1,2-二芳硫基烯.本方法为(Z)-1,2-二芳硫基烯的合成提供了一条简便途径.The influence of reaction conditions upon the results was investigated through the model reaction of diphenyldisulfuide with 3-methyoxy propyne. The experiments showed that at 0 12 or lower temperature in THF in the presence of 20 % molar cesium hydroxide, whether under air atmosphere or under nitrogen atmosphere, the reaction always gave a mixture of 3-methyoxy propynyl phenylsulfide and Z-1, 2-diphenylthio-3- methyoxy propene in 40% yields; at room temperature under air atmosphere it also gave the mixture, but the yield was up to about 80 %; at room temperature under nitrogen atmosphere it only gave Z-1,2-diphenylthio-3- methyoxy propene in 81% yield. The reaction mechanism was discussed. The reactions of other terminal alkynes with diaryldisulfides were performed at room temperature under nitrogen atmosphere, and six compounds of （Z）-1, 2-diaryhhio-1-alkene were obtained. The method was a convenient and simple path for the high selective synthesis of （Z） 2-diarylthio- 1 -alkene.

关 键 词：催化 合成 二芳基二硒醚 氢氧化铯 (Z)-1 2-二芳硫烯 

分 类 号：O627.6[理学—有机化学]