Reaction of Fischer Alkynyl Carbene Complexes with Fluorenone Imines: Mechanistic Studies
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Universidad de La Rioja
info
ISSN: 0276-7333
Año de publicación: 2010
Volumen: 29
Número: 14
Páginas: 3117-3124
Tipo: Artículo
beta Ver similares en nube de resultadosOtras publicaciones en: Organometallics
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Resumen
The reaction of Fischer carbene complexes with imines to yield fluorenylidene-pyrroline molecular switches has been explored. A combined experimental and theoretical study was carried out to understand the reaction mechanism. Experimental and theoretical data are in good agreement, which allows delimiting the reaction outcome. Nucleophilic attack of the imine to alkyne is the first step in the reaction path and the one with a higher energy barrier. The most stable intermediate was isolated from the reaction mixture, thus supporting the proposed mechanism. The different reaction outcome when using fluorenone or benzophenone imines was investigated with diverse imine moieties. The effect of substitution in both imine and carbene complexes was also explored in order to increase the reaction's scope. © 2010 American Chemical Society.