Decarboxylation and Tandem Reduction/Decarboxylation Pathways to Substituted Phenols from Aromatic Carboxylic Acids Using Bimetallic Nanoparticles on Supported Ionic Liquid Phases as Multifunctional Catalysts,Journal of the American Chemical Society

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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
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2023-10-10 , DOI: 10.1021/jacs.3c09290
Natalia Levin ₁ , Lisa Goclik _{1,

2} , Henrik Walschus ₁ , Neha Antil ₁ , Alexis Bordet ₁ , Walter Leitner _{1,

2}

Affiliation

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 (Fe₂₅Ru₇₅@SILP+IL-NEt₂). 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.

中文翻译：

使用负载离子液体相上的双金属纳米粒子作为多功能催化剂从芳香族羧酸中脱羧和串联还原/脱羧途径合成取代苯酚

_{使用由固定在胺官能化负载离子液体相（Fe 25} Ru ₇₅ @SILP+IL-NEt ₂）上的双金属铁-钌纳米粒子组成的多功能催化剂，通过羟基苯甲酸衍生物的选择性脱羧来获得有价值的取代酚。使用分子方法组装催化系统的各个组件，使金属和胺位点在载体材料上紧密接触，从而提供高稳定性和高脱羧活性。发现在氢气气氛下操作对于实现高选择性和产率至关重要。由于催化剂材料还能够选择性加氢和加氢脱氧各种附加官能团（即甲酰基、酰基和硝基取代基），因此可以通过集成串联反应直接获得相应的酚。该方法开辟了多种合成途径，用于从各种易于获得的底物（包括源自木质纤维素生物质的化合物）生产有价值的酚。

更新日期：2023-10-10

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