咪唑类离子液体中合成β-烯胺酮的研究  

Synthesis of β-enaminones in imidazolium ionic liquids

作　　者：尹万香[1] 李润生[1] 杨骏[1] 

机构地区：[1]暨南大学化学系,广东广州510632

出　　处：《化学研究与应用》2010年第11期1366-1370,共5页Chemical Research and Application

基　　金：国家863资助项目(2006AA05Z254)

摘　　要：本文通过修饰阴阳离子合成了一系列咪唑型离子液体,以β-烯胺酮的合成为反应探针,考察离子液体结构和活性之间的关系。结果表明:阴阳离子对离子液体的活性都有显著的影响。阴离子为BF4-时,阳离子活性顺序为[Hmim]+>[bmim]+,[emim]+>[bmmim]+,其中[Hmim]BF4作反应介质,反应时间为10min,产率可达96%。当阳离子为[Hmim]+时,阴离子BF4-,Tsa-,Br-和NO3-活性均较高,产率达到93%以上,但阴离子HSO4-显著降低离子液体的活性,反应30min,产物收率仅有60%;阳离子为[bmim]+时,[bmim]Br>[bmim]PF6>[bmim]BF4,产率达到85%以上;而阴离子为HSO4-和H2PO4-时,离子液体活性变差,收率低于70%。离子液体[Hmim]BF4重复使用5次,β-烯胺酮产率基本不变,反应10min后,仍达89%。In this paper,a series of imidazolium ionic liquids with different anions and cations were prepared and the performance of these reaction medium for the synthesis of β-enaminones was investigated.The results showed that anion and cation had obvious effect on the performance of the ionic liquids.When anion was BF4-,the activity order of ionic liquids with different cations was [Hmim]＋ [bmim]＋,[emim]＋ [bmmim]＋.Among these reaction medium,[Hmim]BF4 exhibited the highest activity and had a yield of 96% after 10 min reaction.When cation was[Hmim]＋,ionic liquids with a anion of BF4-,Tsa-,Br-and NO3-exhibited high activity and had a yield higher than 93% after 15 min reaction,while ionic liquid with HSO4-had a yield of 60% after 30 min.When cation was[bmim]＋,the activity order was[bmim]Br [bmim]PF6 [bmim]BF4 and these three solvent/catalysts had a yield over 85%,while [bmim]HSO4 and [bmim]H2 PO4 ionic liquids presented a bad performance and had a yield below 70%.The [Hmim]BF4 was reused five times without considerable loss of activity and had a yield of 89% after 10 min.

关 键 词：离子液体 性能 β-烯胺酮 

分 类 号：O623.522[理学—有机化学]