Simple amine/Pd(OAc)(2)-catalyzed suzuki coupling reactions of aryl bromides under mild aerobic conditions.
Simple amine/Pd(OAc)(2)-catalyzed suzuki coupling reactions of aryl bromides under mild aerobic conditions.
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DOI：
10.1021/jo040147z
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发表时间：
2004-05
期刊：
影响因子：
--
通讯作者：
B. Tao;D. W. Boykin
中科院分区：
文献类型：
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作者：
B. Tao;D. W. Boykin
本文报道了一种新型钯催化剂（DAPCy），它由Pd（OAc 2）和廉价的二环己胺制成，用于溴代芳烃与硼酸的Suzuki偶联反应，得到了高产率的偶联产物。空气稳定的催化剂，其特征在于和良好定义的X-射线晶体学。DAPCy在二氧六环中的催化体系表现出对具有不同电子取代基的芳基溴的温度依赖性反应性，并在室温下选择性地将缺电子芳基溴与硼酸偶联。在EtOH中使用DAPCy的另一种催化体系提供了在室温和有氧条件下由芳基溴和具有宽范围官能团的硼酸制备联芳基的通用和方便的方法。
A new palladium catalyst (DAPCy) made from Pd(OAc)(2) and commercially available, inexpensive dicyclohexylamine has been developed for the Suzuki coupling reaction of aryl bromides with boronic acids to give the coupling products in good to high yields. The air-stable catalyst was characterized and well-defined by X-ray crystallography. A catalytic system involving DAPCy in dioxane demonstrates a temperature-dependent reactivity toward aryl bromides with different electronic substituents, and selectively couples electron-deficient aryl bromides with boronic acids over electron-rich ones at room temperature. Another catalytic system employing DAPCy in EtOH provides a general and convenient method to prepare biaryls from aryl bromides and boronic acids with a broad range of functional groups at room temperature and under aerobic conditions.