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

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, MnO(2) with an asymmetric electronic configuration is designed to discriminate the spin-paired π ele...

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Detalles Bibliográficos
Autores principales: Luo, Xiaoxue, Tang, Xiaoxia, Ni, Jingtian, Wu, Baijing, Li, Cunpu, Shao, Minhua, Wei, Zidong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9930937/
https://www.ncbi.nlm.nih.gov/pubmed/36819863
http://dx.doi.org/10.1039/d2sc05913d
Descripción
Sumario: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, MnO(2) 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 MnO(2)/(Ru(0.3)Ti(0.7))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/(Ru(0.3)Ti(0.7))O(2)/Ti, where MOs are other metal oxides with symmetric electronic configurations.