Electrochemical oxidation of styrene to benzaldehyde by discrimination of spin-paired pi electrons

Chemical science(2023)

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摘要
The oxidation of styrene to benzaldehyde has been a considerable challenge in the electrochemical synthesis of organic compounds because styrene is more easily oxidized to benzoic acid. In this work, MnO2 with an asymmetric electronic configuration is designed to discriminate the spin-paired pi electrons of styrene. One of these discriminated pi electrons combined with reactive oxygen species (ROS), (OH)-O-center dot, (OOH)-O-center dot, etc., produced simultaneously on a MnO2/(Ru0.3Ti0.7)O-2/Ti bifunctional anode, to form benzaldehyde via Grob fragmentation, rather than benzoic acid. However, only benzoic acid is obtained from the oxidation of styrene on the anodes MOs/(Ru0.3Ti0.7)O-2/Ti, where MOs are other metal oxides with symmetric electronic configurations.
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