Multiple Halogenation of Aliphatic C-H Bonds within the Hofmann- Löffler Manifold

An innovative approach to position-selective polyhalogenation of aliphatic hydrocarbon bonds is presented. The reaction proceeds within the Hofmann-Löffler manifold with amidyl radicals as the sole mediators to induce selective 1,5- and 1,6- hydrogen atom transfer followed by halogenation. Multiple...

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Detalles Bibliográficos
Autores: Del Castillo, Estefanía, Martínez, Mario D., Bosnidou, Alexandra E., Duhamel, Thomas, O ́Broin, Calvin Q., Zhang, Hongwei, Escudero-Adán, Eduardo C., Martínez-Belmonte, Marta, Muñiz, Kilian
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2018
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/356014
Acceso en línea:http://hdl.handle.net/2072/356014
https://doi.org/10.1002/chem.201804504
Access Level:acceso abierto
Palabra clave:54
Descripción
Sumario:An innovative approach to position-selective polyhalogenation of aliphatic hydrocarbon bonds is presented. The reaction proceeds within the Hofmann-Löffler manifold with amidyl radicals as the sole mediators to induce selective 1,5- and 1,6- hydrogen atom transfer followed by halogenation. Multiple halogenation events of up to four innate C-H bond functionalizations have been accomplished. The broad applicability of this new entry into polyhalogenation and the resulting synthetic possibilities are demonstrated for a total of 27 different examples including mixed halogenations.