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-Heterocyclic carbene/phosphite synergistically assisted Pd/C-catalyzed Suzuki coupling of aryl chlorides
作者:Haihua Ke、Xiaofeng Chen、Gang Zou
DOI:10.1002/aoc.3076
日期:2014.1
An N‐heterocyclic carbene and phosphite synergistically enhanced Pd/C catalyst system has been developed for Suzuki coupling of aryl chlorides and aryl boronic acids from commercially available Pd/C with sterically demanding N,N′‐bis(2,6‐diisopropylphenyl)imidazolylidene and trimethylphosphite. A remarkable increase in catalytic activity of Pd/C was observed when used along with 1 equiv. N,N′‐bis(2
一个Ñ -杂环卡宾和亚磷酸盐协同增强Pd / C催化剂系统已经用于铃木已经开发芳基氯的偶合和芳基由市售的Pd / C的硼酸与空间要求Ñ,Ñ ' -双(2,6-二异丙基)imidazolylidene和亚磷酸三甲酯。当与1当量一起使用时,观察到Pd / C的催化活性显着增加。N,N'-双(2,6-二异丙基苯基)咪唑鎓氯化物和2当量。亚磷酸酯与钯在适当的溶剂中的关系,发现在Pd / C-NHC-P(OR)3催化的Suzuki偶联中起关键作用。戏剧性的正交通过修饰的准多相催化机理观察到并解释了芳基氯中羰基和腈基的取代作用。通过简单的过滤,可以很容易地从反应混合物中回收Pd / C催化剂,并且在联苯芳基产品中仅检测到低钯污染。因此,使用N-杂环卡宾/亚磷酸酯辅助的Pd / C催化的Suzuki偶联剂开发了一种合成4-联苯甲腈的实用方法。版权所有©2013 John Wiley&Sons,Ltd.