离子液体阴阳离子协同催化芳香胺与碳酸丙烯酯反应  

The Reaction of Aromatic Amines with Propylene Carbonate Catalyzed by Anion-Cation Cooperativity in Ionic Liquids

作　　者：张利锋[1] 杨四娟[1] 高国华[1] 

机构地区：[1]华东师范大学化学系,上海市绿色化学与化工过程绿色化重点实验室,上海200062

出　　处：《催化学报》2011年第12期1875-1879,共5页

基　　金：国家自然科学基金(20873041);上海市重点学科建设项目(B409)~~

摘　　要：以离子液体1-丁基-3-甲基咪唑乙酸盐([bmim]OAc)为催化剂,以芳香胺和碳酸丙烯酯为原料,一步合成了5-甲基-3-芳基噁唑烷-2-酮.系统考察了反应温度、反应时间以及催化剂用量对反应性能的影响.在优化的反应条件下,5-甲基-3-苯基噁唑烷-2-酮的收率可达99%.研究了离子液体阴阳离子结构对反应性能的影响,发现不同阳离子离子液体的催化活性顺序为1-丁基-3-甲基咪唑([bmim])>1,2-二甲基-3-丁基咪唑([bmmim])>1-丁基吡啶([bpy]),与其中阳离子在催化过程中提供氢键的能力一致;不同阴离子离子液体的催化活性顺序为OAc>Cl>Br>BPh4,与其中阴离子在催化过程中接受氢键的能力一致.离子液体阴阳离子协同催化芳香胺与碳酸丙烯酯的反应.离子液体[bmim]OAc催化剂可重复使用5次,其活性未见明显下降.Ionic liquid 1-butyl-3-methyl-imidazolium acetate （[bmim]OAc） effectively catalyzed the reaction of aromatic amines with propylene carbonate to 5-methyl-3-aryloxazolidin-2-one. The effects of reaction temperature, time, and catalyst amount were investigated in detail. Under the optimized conditions, the yield of 5-methyl-3-phenyl-oxazolidin-2-one was 99%. The effects of cations and anions in ionic liquids were also studied. The cations play important role for the reaction and the catalytic activity follows the order of 1-butyl-3-methyl-imidazolium （[bmim]） 1, 2-dimethyl-3-butyl imidazolium （[bmmim]） 1-butyl-pyridinium （[bpy]）, which is consistent with the order of hydrogen bond donor ability. Simultaneously, the anions are also crucial to the reaction and the catalytic activity of imidazolium based ionic liquids follows the order OAc Cl Br BPh4, which is consistent with the order of the hydrogen bond acceptor ability.

关 键 词：离子液体 芳香胺 碳酸丙烯酯 协同催化 5-甲基-3-芳基噁唑烷-2-酮 

分 类 号：TQ203.2[化学工程—有机化工]