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

Abstract

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 π electrons of styrene. One of these discriminated π electrons combined with reactive oxygen species (ROS), ˙OH, ˙OOH, etc., produced simultaneously on a MnO₂/(Ru_0.3Ti_0.7)O₂/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/(Ru_0.3Ti_0.7)O₂/Ti, where MOs are other metal oxides with symmetric electronic configurations.