Scalable Rhodium(III)-Catalyzed Aryl C−H Phosphorylation Enabled by Anodic Oxidation Induced Reductive Elimination

2019年09月04日 00:00  点击:[]

Authors: Zheng-jian Wu, Feng Su, Weidong Lin, Jinshuai Song, Ting-bin Wen*, Hui-jun Zhang*, Hai-Chao Xu*

Abstract:

Transition metal catalyzed C−H phosphorylation remains an unsolved challenge. Reported methods are generally limited in scope and require stoichiometric silver salts as oxidants. Reported here is an electrochemically driven RhIII‐catalyzed aryl C−H phosphorylation reaction that proceeds through H2 evolution, obviating the need for stoichiometric metal oxidants. The method is compatible with a variety of aryl C−H and P−H coupling partners and particularly useful for synthesizing triarylphosphine oxides from diarylphosphine oxides, which are often difficult coupling partners for transition metal catalyzed C−H phosphorylation reactions. Experimental results suggest that the mechanism responsible for the C−P bond formation involves an oxidation‐induced reductive elimination process.

Source:https://chem.xmu.edu.cn/en/info/1021/1751.htm

Full Link: https://www.nature.com/articles/s41929-019-0357-9

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