Introducing the Catalytic Amination of Silanes via Nitrene Insertion

The direct functionalization of Si−H bonds by the nitrene insertion methodology is described. A copper(I) complex bearing a trispyrazolylborate ligand catalyzes the transfer of a nitrene group from PhINTs to the Si−H bond of silanes, disilanes, and siloxanes, leading to the exclusive formation of S...

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Detalles Bibliográficos
Autores: Moreno Rodríguez, Anabel, Pérez Ruíz, Jorge, Molina González, Francisco, Poveda, Ana, Pérez Soto, Raúl, Maseras, Feliu, Díaz Requejo, María Mar, Pérez Romero, Pedro José
Tipo de recurso: artículo
Fecha de publicación:2022
País:España
Institución:Universidad de Huelva (UHU)
Repositorio:Arias Montano. Repositorio Institucional de la Universidad de Huelva
Idioma:inglés
OAI Identifier:oai:ariasmontano.uhu.es:10272/21350
Acceso en línea:https://hdl.handle.net/10272/21350
Access Level:acceso abierto
Palabra clave:Catalysts
Functionalization
Group 14 compounds
Hydrocarbons
Inorganic compounds
Descripción
Sumario:The direct functionalization of Si−H bonds by the nitrene insertion methodology is described. A copper(I) complex bearing a trispyrazolylborate ligand catalyzes the transfer of a nitrene group from PhINTs to the Si−H bond of silanes, disilanes, and siloxanes, leading to the exclusive formation of Si−NH moieties in the first example of this transformation. The process tolerates other functionalities in the substrate such as several C−H bonds and alkyne and alkene moieties directly bonded to the silicon center. Density functional theory (DFT) calculations provide a mechanistic interpretation consisting of a Si−H homolytic cleavage and subsequent rebound to the Si-centered radical.