Evidencing an inner-sphere mechanism for NHC-Au(I)- catalyzed carbene-transfer reactions from ethyl diazoacetate

Romero Fructos-Vázquez, Manuel; Urbano Baena, Juan; Díaz Requejo, María Mar; Pérez Romero, Pedro José

doi:10.3762/bjoc.11.245

Author

Romero Fructos-Vázquez, Manuel ; Urbano Baena, Juan ; Díaz Requejo, María Mar ; Pérez Romero, Pedro José
Publication Date

2015
Publisher

Beilstein-Institut
Citation

Romero Fructos-Vázquez, M., Urbano Baena, J., Díaz Requejo, M.M., Pérez Romero, P.J.: "Evidencing an inner-sphere mechanism for NHC-Au(I)- catalyzed carbene-transfer reactions from ethyl diazoacetate". Beilstein Journal of Organic Chemistry. Vol. 11, págs. 2254–2260, (2015). DOI: 10.3762/bjoc.11.245
Abstract

Kinetic experiments based on the measurement of nitrogen evolution in the reaction of ethyl diazoacetate (N2CHCO2Et, EDA) and styrene or methanol catalyzed by the [IPrAu]+ core (IPr = 1,3-bis(diisopropylphenyl)imidazole-2-ylidene) have provided evidence that the transfer of the carbene group CHCO2Et to the substrate (styrene or methanol) takes place in the coordination sphere of Au(I) by means of an inner-sphere mechanism, in contrast to the generally accepted proposal of outer-sphere mechanisms for Au(I)-catalyzed reactions.
URI

http://hdl.handle.net/10272/11486

Fichero	Tamaño	Formato	Ver	Description
Evidencing_an_inner-sphere.pdf	553.3Kb	PDF	View/Open	versión editor

Fichero	Tamaño	Formato	Ver	Description
Evidencing_an_inner-sphere.pdf	553.3Kb	PDF	View/Open	versión editor

This item appears in the following Collection(s)

Statistics

View Usage Statistics

Except where otherwise noted, this item's license is described as Atribución-NoComercial-SinDerivadas 3.0 España

Evidencing an inner-sphere mechanism for NHC-Au(I)- catalyzed carbene-transfer reactions from ethyl diazoacetate

Author

Romero Fructos-Vázquez, Manuel UHU Authority

; Urbano Baena, Juan UHU Authority

; Díaz Requejo, María Mar UHU Authority

; Pérez Romero, Pedro José UHU Authority

Publication Date

2015

Publisher

Beilstein-Institut

Citation

Romero Fructos-Vázquez, M., Urbano Baena, J., Díaz Requejo, M.M., Pérez Romero, P.J.: "Evidencing an inner-sphere mechanism for NHC-Au(I)- catalyzed carbene-transfer reactions from ethyl diazoacetate". Beilstein Journal of Organic Chemistry. Vol. 11, págs. 2254–2260, (2015). DOI: 10.3762/bjoc.11.245

Abstract

Kinetic experiments based on the measurement of nitrogen evolution in the reaction of ethyl diazoacetate (N2CHCO2Et, EDA) and styrene or methanol catalyzed by the [IPrAu]+ core (IPr = 1,3-bis(diisopropylphenyl)imidazole-2-ylidene) have provided evidence that the transfer of the carbene group CHCO2Et to the substrate (styrene or methanol) takes place in the coordination sphere of Au(I) by means of an inner-sphere mechanism, in contrast to the generally accepted proposal of outer-sphere mechanisms for Au(I)-catalyzed reactions.

URI

http://hdl.handle.net/10272/11486

Fichero	Tamaño	Formato	Ver	Description
Evidencing_an_inner-sphere.pdf	553.3Kb	PDF	View/Open	versión editor

Fichero	Tamaño	Formato	Ver	Description
Evidencing_an_inner-sphere.pdf	553.3Kb	PDF	View/Open	versión editor