Proton-coupled electron transfer ring opening of cycloalkanols followed by a Giese radical addition enabled by an electron donor−acceptor complex
Herein, we describe the formation of an electron donor−acceptor (EDA) complex between electron-richcycloalkanols and electron-deficient alkenes that triggers the proton-coupled electron transfer ring opening of strained andunstrained cycloalkanols without the need for an external photocatalyst. This...
| Autores: | , , , , , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2024 |
| País: | España |
| Institución: | Universidad Autónoma de Madrid |
| Repositorio: | Biblos-e Archivo. Repositorio Institucional de la UAM |
| Idioma: | inglés |
| OAI Identifier: | oai:repositorio.uam.es:10486/712921 |
| Acceso en línea: | http://hdl.handle.net/10486/712921 https://dx.doi.org/10.1021/acs.orglett.4c01443 |
| Access Level: | acceso abierto |
| Palabra clave: | Química |
| Sumario: | Herein, we describe the formation of an electron donor−acceptor (EDA) complex between electron-richcycloalkanols and electron-deficient alkenes that triggers the proton-coupled electron transfer ring opening of strained andunstrained cycloalkanols without the need for an external photocatalyst. This activation generates a remote alkyl radical thatundergoes a Giese reaction with the Michael acceptor in an efficient manner. Mechanistic investigations corroborate both theformation of the EDA complex and the consecutive Giese reaction |
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