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Photo-Ni-Dual-Catalytic C(sp2)–C(sp3) Cross-Coupling Reactions with Mesoporous Graphitic Carbon Nitride as a Heterogeneous Organic Semiconductor Photocatalyst
ACS Catalysis ( IF 11.3 ) Pub Date : 2020-02-28 , DOI: 10.1021/acscatal.9b05598
Jagadish Khamrai 1 , Indrajit Ghosh 1 , Aleksandr Savateev 2 , Markus Antonietti 2 , Burkhard König 1
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The synergistic combination of a heterogeneous organic semiconductor mesoporous graphitic carbon nitride (mpg-CN) and a homogeneous nickel catalyst with visible-light irradiation at room temperature affords the C(sp2)–C(sp3) cross-coupling of aryl halides and potassium alkyl trifluoroborates by single electron transmetallation. Like the homogeneously catalyzed protocol, the reaction is compatible with a variety of functional groups including electron-donating and electron-withdrawing aryl and heteroaryl moieties. Moreover, this protocol allows the installation of allyl groups onto (hetero)arenes, enlarging the scope of the method. The heterogeneous mpg-CN photocatalyst is easily recovered from the reaction mixture and reused several times, paving the way for larger-scale industrial applications of this type of photocatalytic bond-forming reactions.

中文翻译:

光-镍-双催化C(sp 2)-C(sp 3)交联反应与中孔石墨烯碳氮作为多相有机半导体光催化剂

异质有机半导体介孔石墨碳氮化物(mpg-CN)和均相镍催化剂与室温可见光辐射的协同结合可提供C(sp 2)–C(sp 3)通过单电子金属转移将芳基卤化物和烷基三氟硼酸钾交叉偶联。像均相催化方案一样,该反应与多种官能团兼容,包括给电子和吸电子的芳基和杂芳基部分。而且,该协议允许将烯丙基安装在(杂)芳烃上,从而扩大了方法的范围。异质mpg-CN光催化剂很容易从反应混合物中回收并重复使用数次,从而为这种类型的光催化键形成反应的大规模工业应用铺平了道路。
更新日期:2020-03-02
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