Copper-free heterogeneous catalysts for the Sonogashira cross-coupling reaction: Preparation, characterisation, activity and applications for organic synthesis

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• 作者：Patrick Rollet ; Wolfgang Kleist ; Vé ; ronique Dufaud and Laurent Djakovitch
• 关键词：Heterogeneous catalysts ; Microporous support ; Mesoporous support ; Palladium ; Sonogashira cross-coupling
• 刊名：Journal of Molecular Catalysis A: Chemical
• 出版年：2005
• 出版时间：2005
• 年：2005
• 卷：241
• 期：1-2
• 页码：39-51
• 全文大小：486 K

文摘

Heterogeneous copper-free catalysts supported on microporous ([Pd(NH₃)₄]²⁺/NaY) and mesoporous materials ([Pd]/SBA-15) have been prepared, characterised and evaluated in the Sonogashira coupling reaction of aryl halides with phenyl acetylene. Generally, these catalysts showed high activity and selectivity, somewhat comparable to that of homogeneous catalysts (i.e. {Pd[P(o-C₆H₄CH₃)₂(C₆H₄CH₂)[OCOCH₃]}₂ and PdCl₂(PPh₃)₂). In addition, it was found that the catalyst based on the SBA-15 material (i.e. [Pd]/SBA-15), was particularly active when using large aryl halides such as bromonaphtalene and bromoanthacene, whereas, the heterogeneous catalyst based on microporous support (i.e. [Pd(NH₃)₄]²⁺/NaY) was inactive. The recycling of various catalyst and X-ray diffraction and ³¹P CP-MAS NMR studies of fresh and recycled catalyst are also briefly discussed.