Phenylene- and biphenylene-bridged bis-imidazolylidenes of palladium. Influence of the presence of pyrene tags on the catalytic activity of the complexes
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http://dx.doi.org/10.1021/om500765u |
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Título
Phenylene- and biphenylene-bridged bis-imidazolylidenes of palladium. Influence of the presence of pyrene tags on the catalytic activity of the complexesFecha de publicación
2014Editor
American Chemical SocietyISSN
0276-7333; 1520-6041Tipo de documento
info:eu-repo/semantics/articleVersión de la editorial
http://pubs.acs.org/doi/abs/10.1021/om500765uResumen
A series of dimetallic complexes with N-heterocyclic
carbene ligands with formally identical stereoelectronic properties
have been obtained and fully characterized. The dimetallic complexes
were bridged by bis-im ... [+]
A series of dimetallic complexes with N-heterocyclic
carbene ligands with formally identical stereoelectronic properties
have been obtained and fully characterized. The dimetallic complexes
were bridged by bis-imidazolylidenes, with different spacers (phenylene
and biphenylene). The N substituents were methyl or
methylpyrene groups. The related monometallic complexes were
also obtained. The catalytic properties of the complexes were tested in
the acylation of aryl halides with hydrocinnamaldehyde and in the
Suzuki−Miyaura coupling between aryl halides and arylboronic acids.
In general, the dimetallic complexes display better activities than the
monometallic analogues. The results also indicate that those
complexes with pyrene groups at the N substituents display better
catalytic activities than those with N-methyl groups. These
observations are interpreted as a consequence of the π stacking interaction between the substrates and the pyrene groups in
the pyrene-containing catalysts, which may provide some beneficial catalytic properties. The addition of a catalytic amount of
pyrene to the Suzuki−Miyaura coupling reactions results in a partial inhibition of the activities of the complexes with the pyrene
substituents, while the activity of the complexes with the N-methyl groups is not affected. [-]
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Organometallics 2014, 33, 5509−5516Derechos de acceso
© 2014 American Chemical Society
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