新型离子液体的合成及其在Heck反应合成烯丙醇类化合物中的应用  

Synthesis of New Multifunctionalized Ionic Liquids and Their Application in Heck Reaction of Synthesizing Allyl Alcohols

作　　者：孙莉[1] 陶荣哨[1] 胡卫雅[1] 裴文[1] 

机构地区：[1]浙江工业大学化学工程与材料学院,浙江杭州310014

出　　处：《合成化学》2015年第10期899-903,共5页Chinese Journal of Synthetic Chemistry

基　　金：浙江省公益性技术应用研究计划资助项目(2012C21115)

摘　　要：以甲基咪唑(或咪唑)和N-取代芳基-3-氯丙酰胺为原料,与KPF6经离子交换制得6个新型酰胺基功能化离子液体(2a^2c和3a^3c)。以2-溴-6-甲氧基萘与烯丙醇反应为模板反应,2或3为反应介质,考察反应的转化率和区域选择性。结果表明:3为反应介质时,转化率和区域选择性均高于2。以溴代芳烃和烯丙醇为原料,3c为反应介质,醋酸钯催化Heck反应制得2-取代芳烃烯丙醇化合物,收率85%~89%,立体选择性均大于99%。所得产物的结构均经1H NMR,13C NMR,IR,EI-MS和元素分析表征。Six new amide-multifunctionalized ionic liquids（ 2a - 2c,3a - 3c） were obtained by ion exchange of KPF6 with 1-methyimidazole（ or imidazole） and N-aryl-3-chlorobutanamide. The conversion and regioselectivities were investigated by the Heck reaction of 2-bromo-6-methoxynaphthylene with allyl alcohol using 2 or 3 as the medium. The results showed that the conversion and regioselectivities in 3 was better than in 2. Substituted aryl allyl alcohols were synthesized with high yields（ 85% - 89%） and regioselectivities（ 〉 99%） by Heck reaction of haloaryl compounds with allyl alcohol,using 3c as the medium and palladium acetate as the catalyst. The structures were characterized by^1 H NMR,^13 C NMR,IR,EI-MS and elemental analysis.

关 键 词：HECK反应 酰胺基功能化离子液体 烯丙醇化合物 合成 应用 

分 类 号：O621.3[理学—有机化学] O626[理学—化学]