| Autor: |
Rumi IZUMIYA, Mahito ATOBE, Naoki SHIDA |
| Jazyk: |
angličtina |
| Rok vydání: |
2023 |
| Předmět: |
|
| Zdroj: |
Electrochemistry, Vol 91, Iss 11, Pp 112003-112003 (2023) |
| Druh dokumentu: |
article |
| ISSN: |
2186-2451 |
| DOI: |
10.5796/electrochemistry.23-67010 |
| Popis: |
β-Scission from alkoxy radical enables selective Csp3-Csp3 bond cleavage under ambient conditions, offering a useful method for organic synthesis. Various photocatalytic systems for β-scission have been reported, where proton-coupled electron transfer (PCET) mechanism plays a key role in the generation of alkoxy radical and thus β-scission. Electrochemical β-scission has been mainly pioneered in the presence of mediator, and a direct electrochemical system has rarely been investigated. Here, we investigated the β-scission via direct electrochemical oxidation using a model compound with β-O-4 linkage. Synthetic experiments suggested smooth progress of β-scission in the presence of collidine as a base. Cyclic voltammetry measurement, voltammetric simulation, and quantum simulation suggested the PCET mechanism is responsible for the electrochemical reaction, which is followed by β-scission process. This report provides fundamental insights into the electrochemical β-scission via direct electron transfer on the electrode, which contribute to future applications such as biomass valorization. |
| Databáze: |
Directory of Open Access Journals |
| Externí odkaz: |
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