Repositori institucional URV
| URV's Author/s: | Fernández Martín, Sergio / Liu, Changwei / Sheta, Ahmed Mohamed Abdelmoaty |
| Author, as appears in the article.: | Sheta, Ahmed M; Fernandez, Sergio; Liu, Changwei; Dubed-Bandomo, Geyla C; Lloret-Fillol, Julio |
| Author's mail: | sergio.fernandezm@estudiants.urv.cat ahmedmohamedabdelmoaty.sheta@estudiants.urv.cat changwei.liu@estudiants.urv.cat |
| Author identifier: | 0000-0002-9389-6349 |
| Journal publication year: | 2024 |
| Publication Type: | Journal Publications |
| APA: | Sheta, Ahmed M; Fernandez, Sergio; Liu, Changwei; Dubed-Bandomo, Geyla C; Lloret-Fillol, Julio (2024). An Electrocatalytic Cascade Reaction for the Synthesis of Ketones Using CO2 as a CO Surrogate. Angewandte Chemie (International Ed. Print), 63(23), e202403674-. DOI: 10.1002/anie.202403674 |
| Papper original source: | Angewandte Chemie (International Ed. Print). 63 (23): e202403674- |
| Abstract: | The construction of carbonyl compounds via carbonylation reactions using safe CO sources remains a long-standing challenge to synthetic chemists. Herein, we propose a catalyst cascade Scheme in which CO2 is used as a CO surrogate in the carbonylation of benzyl chlorides. Our approach is based on the cooperation between two coexisting catalytic cycles: the CO2-to-CO electroreduction cycle promoted by [Fe(TPP)Cl] (TPP=meso-tetraphenylporphyrin) and an electrochemical carbonylation cycle catalyzed by [Ni(bpy)Br2] (2,2 '-bipyridine). As a proof of concept, this protocol allows for the synthesis of symmetric ketones from good to excellent yields in an undivided cell with non-sacrificial electrodes. The reaction can be directly scaled up to gram-scale and operates effectively at a CO2 concentration of 10 %, demonstrating its robustness. Our mechanistic studies based on cyclic voltammetry, IR spectroelectrochemistry and Density Functional Theory calculations suggest a synergistic effect between the two catalysts. The CO produced from CO2 reduction is key in the formation of the [Ni(bpy)(CO)2], which is proposed as the catalytic intermediate responsible for the C-C bond formation in the carbonylation steps. |
| Article's DOI: | 10.1002/anie.202403674 |
| Link to the original source: | https://onlinelibrary.wiley.com/doi/10.1002/anie.202403674 |
| Papper version: | info:eu-repo/semantics/publishedVersion |
| licence for use: | https://creativecommons.org/licenses/by/3.0/es/ |
| Department: | Química Analítica i Química Orgànica |
| Licence document URL: | https://repositori.urv.cat/ca/proteccio-de-dades/ |
| Thematic Areas: | Astronomia / física Catalysis Chemistry Chemistry (all) Chemistry (miscellaneous) Chemistry, multidisciplinary Ciências biológicas i Ciências biológicas ii Ciências biológicas iii Engenharias ii Farmacia General chemistry General medicine Interdisciplinar Materiais Medicina i Medicina ii Química |
| Keywords: | Aryl Carbon-monoxide Carbonylation Cascade reaction Co valorization 2 Co2 valorization Coupling reactions Dual catalysi Dual catalysis Electrocatalysis Electrochemical carboxylation Electroreductive alkylation Iron(ii) porphyrins Nickel-catalyzed electrosynthesis Organic halides Reductio |
| Entity: | Universitat Rovira i Virgili |
| Record's date: | 2024-10-12 |
| Search your record at: |   |
| File | Description | Format | |
|---|---|---|---|
| DocumentPrincipal | DocumentPrincipal | application/pdf |
© 2011 Universitat Rovira i Virgili