Electrooxidative Rhodium‐Catalyzed C−H/C−H Activation: Electricity as Oxidant for Cross‐Dehydrogenative Alkenylation

Youai Qiu, Wei‐Jun Kong, Julia Struwe, Nicolas Sauermann, Torben Rogge, Alexej Scheremetjew, Lutz Ackermann

Angewandte Chemie International Edition · 2018 · 204 citations · 59 references

Concepts

Abstract

Abstract Rhodium(III) catalysis has enabled a plethora of oxidative C−H functionalizations, which predominantly employ stoichiometric amounts of toxic and/or expensive metal oxidants. In contrast, we herein describe the first electrochemical rhodium‐catalyzed C−H activation that avoids hazardous chemical oxidants. Environmentally benign twofold C−H/C−H functionalizations were accomplished with weakly coordinating benzoic acids and benzamides, employing electricity as the terminal oxidant and generating H 2 as the sole byproduct.

References

59