A Sequential Catalytic Carbonation-Hydrolysis-Dehydrogenation Reaction of Epoxides

[EN] The design of cascade reactions in synthetic programs is of interest, particularly if the individual steps involve catalyzed reactions, and simple and highly available molecules such as carbon dioxide (CO2), water (H2O), and dihydrogen (H-2) are employed. Herein, a three-step sequential reactio...

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Detalles Bibliográficos
Autores: Lumbreras-Teijeiro, Alejandro, Oliver-Meseguer, Judit|||0000-0003-1555-3583, Leyva Perez, Antonio|||0000-0003-1063-5811
Tipo de recurso: artículo
Fecha de publicación:2025
País:España
Institución:Universitat Politècnica de València (UPV)
Repositorio:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
Idioma:inglés
OAI Identifier:oai:dnet:riunet______::e15aebdfbf1d1ba77c2c051bda9af3b4
Acceso en línea:https://riunet.upv.es/handle/10251/235574
Access Level:acceso abierto
Palabra clave:Cascade reactions
Carbon dioxide utilization
Ionic liquid catalysis
Diol synthesis
Acceptor-less dehydrogenation
One-pot processes
Descripción
Sumario:[EN] The design of cascade reactions in synthetic programs is of interest, particularly if the individual steps involve catalyzed reactions, and simple and highly available molecules such as carbon dioxide (CO2), water (H2O), and dihydrogen (H-2) are employed. Herein, a three-step sequential reaction is shown from epoxides to dehydrogenated diols, catalyzed by a combination of commercially available ionic liquids and supported Pt species on charcoal (Pt/C) in low amounts (<0.05 mol%). The process involves first carbonation of epoxides with CO2, followed by the opening of the carbonate with H2O, and then an acceptor-less dehydrogenation reaction of the resulting diol to release H-2. The inclusion of this last step in the one-pot synthesis of diols from epoxides is, to the knowledge, unprecedented. Reactive and kinetic experiments for each individual step reveal the key role of CO2 to avoid epoxide polymerizations and enable the synthesis of a clean diol for the final dehydrogenation reaction.