Measuring the Relative Reactivity of the Carbon-Hydrogen Bonds of Alkanes as Nucleophiles

We report quantitative measurements of the relative reactivities of a series of C-H bonds of gaseous or liquid CnH2n+2 alkanes (n = 1-8, 29 different C-H bonds) towards insitu generated electrophiles (copper, silver, and rhodium carbenes), with methane as the reference. This strategy surpasses the d...

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Detalles Bibliográficos
Autores: Olmos Verge, Andrea, Gava, Riccardo, Caballero Bevia, Ana, Pérez Romero, Pedro José
Tipo de recurso: artículo
Fecha de publicación:2018
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:10272/15974
Acceso en línea:http://hdl.handle.net/10272/15974
Access Level:acceso abierto
Palabra clave:Alkanes
C-H bond functionalization
Electrophilicity
Metal carbene complexes
Nucleophilicity
Descripción
Sumario:We report quantitative measurements of the relative reactivities of a series of C-H bonds of gaseous or liquid CnH2n+2 alkanes (n = 1-8, 29 different C-H bonds) towards insitu generated electrophiles (copper, silver, and rhodium carbenes), with methane as the reference. This strategy surpasses the drawback of previous model reactions of alkanes with strong electrophiles suffering from C-C cleavage processes, which precluded direct comparison of the relative reactivities of alkane C-H bonds.