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Palladium(II) phthalocyanines efficiently promote phosphine-free Sonogashira cross-coupling reaction at room temperature
Journal of Catalysis ( IF 6.5 ) Pub Date : 2020-08-26 , DOI: 10.1016/j.jcat.2020.08.019
Yana B. Platonova , Alexander N. Volov , Larisa G. Tomilova

Herein we report that exceptionally simple and inexpensive Pd(II) complexes of phthalocyanines efficiently catalyze direct formation of diphenylacetylenes at ambient conditions with low loading of catalyst (0.5 mol%). Results of this study demonstrate that terminal alkynes reacted mildly with p-substituted aryl bromides at room temperature under Pd and Cu-cocatalysis to give the corresponding phenylacetylenes in yields up to 98%. Also we have examined this catalyst in Sonogashira cross-coupling with aryl chlorides and it was very effective and this reaction at room temperature that there is no examples in recent articles. This protocol represents the first use of palladium phthalocyanine as homogeneous catalyst in the Pd/Cu-promoted Sonogashira reaction. The palladium(II) phthalocyanine complex is significantly more active in Sonogashira cross-coupling between aryl halides and terminal alkynes as compared with traditional catalysts because of absence of palladium black formation through agglomeration of metal particles and deactivation of catalyst.



中文翻译:

钯(II)酞菁在室温下可有效地促进无膦的Sonogashira交叉偶联反应

本文中,我们报道了酞菁的异常简单且廉价的Pd(II)络合物在环境条件下以低催化剂负载量(0.5 mol%)有效地催化了二苯基乙炔的直接形成。这项研究的结果表明,末端炔烃与p-在室温下,在Pd和Cu共催化下,生成取代的芳基溴化物,得到相应的苯乙炔,产率高达98%。另外,我们已经在与芳基氯的Sonogashira交叉偶联中研究了该催化剂,它是非常有效的,并且该反应在室温下没有最新的文章。该方案代表钯酞菁在Pd / Cu促进的Sonogashira反应中首次用作均相催化剂。与传统催化剂相比,钯(II)酞菁配合物在Sonogashira芳基卤化物和末端炔烃之间的交叉偶联中具有显着更高的活性,因为不存在通过金属粒子团聚和催化剂失活形成钯黑的问题。

更新日期:2020-09-15
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