Palladium-Catalyzed Aromatic C-H Halogenation with Hydrogen Halides by Means of Electrochemical Oxidation

Palladium-Catalyzed Aromatic C-H Halogenation with Hydrogen Halides by Means of Electrochemical Oxidation
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DOI:
10.1021/ja9049228
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发表时间:
2009-08-19
影响因子:
15
通讯作者:
Tanabe, Takamasa
Tanabe, Takamasa
中科院分区:
化学1区
文献类型:
--
作者:
Kakiuchi, Fumitoshi;Kochi, Takuya;Tanabe, Takamasa

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本文介绍了一种利用电化学氧化催化C-H键功能化的新方法。钯催化的芳香族C-H键断裂和卤化与电化学产生的卤离子的组合能够以绿色可持续的方式高效地选择性卤化芳香族化合物。该反应所需的试剂是作为底物的芳烃和卤化氢水溶液、作为催化剂的钯盐和有机溶剂。不需要另外的添加剂如电解质、氧化剂或配体来实现有效的催化活性。还描述了使用电化学方法的几个显著优点。
A new strategy for catalytic functionalization of C-H bonds by means of electrochemical oxidation is described. Combination of palladium-catalyzed aromatic C-H bond cleavage and halogenation with electrochemically generated halonium ions enables highly efficient, selective halogenations of aromatic compounds in a green-sustainable manner. The required reagents for this reaction are an arene and an aqueous hydrogen halide as substrates, a palladium salt as a catalyst, and an organic solvent. No further additives such as electrolytes, oxidants, or ligands are necessary to achieve effective catalytic activity. Several remarkable advantages of the use of the electrochemical method are also described.