氢氧化铯催化O,O-二烷基-Se-芳基磷酸酯的合成  

Synthesis of O,O-Dialkyl-Se-aryl Phosphoroselenoates Catalyzed by Cesium Hydroxide

作　　者：李媛媛[1] 陈四海[1] 苏柳[1] 李建华[1] 许新华[1] 

机构地区：[1]湖南大学化学化工学院,长沙410082

出　　处：《有机化学》2013年第9期1999-2003,共5页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21273068;21172061;J1210040;J1103312)资助项目~~

摘　　要：在催化量氢氧化铯存在下,O,O-二烷基膦酸酯与二芳基二硒醚在DMSO中、室温、空气氛中反应,高收率得到磷酸硒酯.反应机理为氢氧化铯与O,O-二烷基膦酸酯反应生成的(RO)2P-(O)Cs+,(RO)2P-(O)Cs+亲核进攻ArSeSeAr生成磷酸硒酯和ArSe-Cs+,后者在水存在下,被氧化得到ArSeSeAr和氢氧化铯.这方法为合成磷酸硒酯提供了一条简便有效的路径.In the presence of cesium hydroxide, using dimethyl sulfoxide （DMSO） as solvent, dialkyl phosphites reacted with diaryldiselenides at room temperature to afford the corresponding Se-aryl phosphoroselenoates in high yields. The reaction mechanism is that dialkyl phosphites reacted with cesium hydroxide to give （RO）2P-（O）Cs＋, which underwent nucleophilic attack on ArSeSeAr to give product Se-aryl phosphoroselenoates and ArSe-Cs＋, the latter was oxidized in the presence of water to form diaryldiselenides and catalyst cesium hydroxide. The method could provide a new and expedient way for the Se-aryl phosphoroselenoates.

关 键 词：氢氧化铯 二芳基二硒醚 O O-二烷基-Se-苯基膦酸酯 

分 类 号：O621.36[理学—有机化学] O627.51[理学—化学]