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聚乙二醇功能化的N-杂环卡宾-膦Pd催化剂在水相中的Suzuki反应研究
Study on PEG-functionlized N-heterocyclic Carbene-phosphine Palladium Catalyst for Suzuki Coupling-Reaction in Aqueous Phase
【摘要】 以聚乙二醇(PEG)功能化的N-杂环卡宾-膦Pd为催化剂[Cat(n=15)],研究了Cat在水相中催化4-甲基溴苯(1)与苯硼酸(2)的Suzuki偶联反应。考察了PEG的种类及其用量,Cat的用量对Suzuki偶联反应的影响。结果表明:加入50%PEG-400作为共溶剂后,Cat在水相中催化Suzuki反应的催化活性与在二氧六环中相当。当Cat用量为0.1 mol%,于110℃反应3 h时,1的转化率接近100%;Cat用量为0.01 mol%,于110℃反应21 h,转化率为57%(即TON为5 700)。Cat重复使用一次后催化活性不变。
【Abstract】 Studies of PEG-functionlized N-heterocyclic carbene-phosphine palladium catalyst[Cat( n = 15) ]for coupling 4-bromotoluene( 1) with phenylboronic acid( 2) in aqueous-phase have been carried out. Effects of PEG kinds and amount,Cat dosage on Suzuki coupling were investigateed.The results showed that 50% PEG-400 as co-solvent,the catalytic activities of Cat was similar with in1,4-dioxane,and the conversion of 1 was nearly 100% at 110 ℃ for 3 h at loading of 0. 1 mol%,and was 57% at 0. 01 mol% at 110 ℃ for 21 h( TON 5 700). It was found that the Cat can be recycled and reused once at loading of 0. 1 mol%.
【Key words】 N-heterocyclic carbene; phosphine; PEG; aqueous catalysis; Pd catalyst; Suzuki reaction;
- 【文献出处】 合成化学 ,Chinese Journal of Synthetic Chemistry , 编辑部邮箱 ,2015年12期
- 【分类号】O621.251
- 【被引频次】3
- 【下载频次】113