Sonogashira coupling using bulky palladium-phenanthryl imidazolium carbene catalysis.
Sonogashira coupling using bulky palladium-phenanthryl imidazolium carbene catalysis.
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DOI：
10.1021/ol035147k
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发表时间：
2003-08
期刊：
影响因子：
5.2
通讯作者：
Yudao Ma;C. Song;Wei‐Qun Jiang;Quansheng Wu;Yong Wang;X. Liu;M. Andrus
中科院分区：
文献类型：
--
作者：
Yudao Ma;C. Song;Wei‐Qun Jiang;Quansheng Wu;Yong Wang;X. Liu;M. Andrus
[结构：研究了大体积菲基咪唑衍生的卡宾配体与末端乙炔的无铜Sonogashira偶联。Pd（PPh（3））（2）Cl（2）配合物与叔丁醇钾和18-冠-6在四氢呋喃（THF）中进行偶联反应，得到了高产率的偶联产物。结果表明，配体的大小对反应产率有显著的影响，其中以体积较大的2，9-二环己基-10-菲基配体5的产率最高。
[structure: see text] Bulky phenanthracenyl imidazolium-derived carbene ligands were investigated for copper-free Sonogashira coupling with terminal acetylenes. Aryl bromides and iodides gave coupled products in excellent yields from the Pd(PPh(3))(2)Cl(2) complex with potassium t-butoxide and 18-crown-6 in THF. A remarkable dependence on the size of the ligand was found. The highest yields were obtained with the bulky 2,9-dicyclohexyl-10-phenanthryl ligand 5.