Mn-Catalyzed Electrooxidative Undirected C–H/P–H Cross-Coupling between Aromatics and Diphenyl Phosphine Oxides

C–P bonds are widely found in a great many bioactive compounds and functional molecules. Transition-metal-catalyzed dehydrogenative C–H/P–H cross-coupling plays a crucial part in C–P bond formation since it requires no pretreatment of substrates. Herein, we reported a Mn-catalyzed electrochemical in...

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Bibliographic Details
Published in:ACS catalysis 2021-04, Vol.11 (7), p.4295-4300
Main Authors: Wang, Siyuan, Xue, Qilin, Guan, Zhipeng, Ye, Yayu, Lei, Aiwen
Format: Article
Language:English
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Summary:C–P bonds are widely found in a great many bioactive compounds and functional molecules. Transition-metal-catalyzed dehydrogenative C–H/P–H cross-coupling plays a crucial part in C–P bond formation since it requires no pretreatment of substrates. Herein, we reported a Mn-catalyzed electrochemical intermolecular dehydrogenative cross-coupling between aryl C–H and diphenyl phosphine oxides. In undivided cells, a series of phosphorylation or diphosphorylation products could be obtained separately by adjusting the proportion of substrates. A catalytic amount of inexpensive Mn­(II) salt was used, and no external chemical oxidants were needed in this process. A kinetic isotope effect experiment suggested that the C–H activation was not the rate-determining step.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.1c00549