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Decarboxylation and Tandem Reduction/Decarboxylation Pathways to Substituted Phenols from Aromatic Carboxylic Acids Using Bimetallic Nanoparticles on Supported Ionic Liquid Phases as Multifunctional Catalysts

[Image: see text] Valuable substituted phenols are accessible via the selective decarboxylation of hydroxybenzoic acid derivatives using multifunctional catalysts composed of bimetallic iron–ruthenium nanoparticles immobilized on an amine-functionalized supported ionic liquid phase (Fe(25)Ru(75)@SIL...

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Detalles Bibliográficos
Autores principales: Levin, Natalia, Goclik, Lisa, Walschus, Henrik, Antil, Neha, Bordet, Alexis, Leitner, Walter
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10591467/
https://www.ncbi.nlm.nih.gov/pubmed/37815193
http://dx.doi.org/10.1021/jacs.3c09290
Descripción
Sumario:[Image: see text] Valuable substituted phenols are accessible via the selective decarboxylation of hydroxybenzoic acid derivatives using multifunctional catalysts composed of bimetallic iron–ruthenium nanoparticles immobilized on an amine-functionalized supported ionic liquid phase (Fe(25)Ru(75)@SILP+IL-NEt(2)). The individual components of the catalytic system are assembled using a molecular approach to bring metal and amine sites into close contact on the support material, providing high stability and high decarboxylation activity. Operating under a hydrogen atmosphere was found to be essential to achieve high selectivity and yields. As the catalyst materials enable also the selective hydrogenation and hydrodeoxygenation of various additional functional groups (i.e., formyl, acyl, and nitro substituents), direct access to the corresponding phenols can be achieved via integrated tandem reactions. The approach opens versatile synthetic pathways for the production of valuable phenols from a wide range of readily available substrates, including compounds derived from lignocellulosic biomass.