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Título
Reactivity of Fluorinated-Chalcone Phosphines, RPEWO-F4, Induced by C–F Activation upon Coordination to PdCl2
Año del Documento
2020
Editorial
American Chemical Society
Descripción
Producción Científica
Documento Fuente
Organometallics 2020, 39, 6, 841–847
Resumen
The E phosphine ligands (R = Ph, o-Tol, Cy), abbreviated as RPEWO-F4, are stable in solution, but they develop a rich reactivity on coordination to PdCl2. The chelate P-olefin coordination to PdCl2 leads eventually to a Z conformation of the fluorinated-chalcone group o-C6F4CH═CHC(O)Ph. From there, a cyclization reaction occurs involving the C═O group and activation of a F atom, yielding a strongly chelated PdCl2(P-carbene) complex. The carbene carbon atom in the complex displays some electrophilicity, which is expressed in hydrolysis, ammonolysis, and oxidation (with peroxide) reactions, affording PdCl2 complexes with new P,C,O-pincer, P,C,N-pincer, or P,O-chelate fluorinated ligands. The C–F activation reactions are slow in comparison to the catalysis rates when the [PdCl2(RPEWO-F4)] complexes have been used in Negishi catalyses. Consequently, the reactivity discussed here is not expected to interfere with the interpretation of the data obtained in Pd-catalytic studies or processes, at least for fast transmetalating nucleophiles.
Palabras Clave
Ephosphine
ISSN
0276-7333
Revisión por pares
SI
Patrocinador
Ministerio de Economía, Industria y Competitividad (projects CTQ2017-89217-P and CTQ2016-80913-P)
Junta de Castilla y León (projects VA051P17 and VA062G18)
Junta de Castilla y León (projects VA051P17 and VA062G18)
Version del Editor
Propietario de los Derechos
© 2020 American Chemical Society
Idioma
eng
Tipo de versión
info:eu-repo/semantics/acceptedVersion
Derechos
openAccess
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