Sonogashira cross-coupling reactions catalysed by copper-free palladium zeolites

被引:133
作者
Djakovitch, L [1 ]
Rollet, P [1 ]
机构
[1] Inst Rech Catalyse, CNRS, UPR 5401, F-69626 Villeurbanne, France
关键词
copper-free Sonogashira reaction; heterogeneous catalysis; palladium modified zeolite;
D O I
10.1002/adsc.200404141
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A heterogeneous copper-free [Pd(NH3)(4)](2+) / (NH4)Y catalyst was employed to achieve the heterogeneous Sonogashira reaction of aryl halides with terminal alkynes. Several reaction parameters like solvent, base and temperature were evaluated. When optimised, the coupling reaction of bromobenzene with phenylacetylene gave a 45% yield of diphenylacetylene within 3 h using only 1 mol % Pd. This catalyst was successfully applied to the coupling reaction of a range of aryl iodides and bromides: aryl iodides and activated aryl bromides gave almost quantitative yields and non-activated aryl bromides led to reasonable yields (20% to 45%). This heterogeneous [Pd(NH3)(4)](2+)/(NH4)Y catalyst was shown to be efficient, stable towards leaching and recyclable for the copper-free Sonogashira reaction.
引用
收藏
页码:1782 / 1792
页数:11
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