Pyracene-Linked Bis-Imidazolylidene Complexes of Palladium and Some Catalytic Benefits Produced by Bimetallic Catalysts

Two new palladium complexes with a pyracene‐linked bis‐imidazolylidene (pyrabim) group have been obtained and fully characterized. The related monometallic analogues were obtained from the coordination of an acetanaphthene‐supported N‐heterocyclic carbene (NHC). The catalytic properties of all compl...

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Bibliographic Details
Published in:Chemistry : a European journal 2013-07, Vol.19 (31), p.10405-10411
Main Authors: Guisado-Barrios, Gregorio, Hiller, Joanna, Peris, Eduardo
Format: Article
Language:English
Subjects:
Acylation
Aromatic compounds
carbenes
Catalysis
Catalysts
Catalytic activity
Chemistry
CC coupling
Halides
homogeneous catalysis
Joining
Palladium
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Summary:Two new palladium complexes with a pyracene‐linked bis‐imidazolylidene (pyrabim) group have been obtained and fully characterized. The related monometallic analogues were obtained from the coordination of an acetanaphthene‐supported N‐heterocyclic carbene (NHC). The catalytic properties of all complexes were studied in the acylation of aryl halides with hydrocinnamaldehyde, and in the Suzuki–Miyaura coupling of aryl halides and aryl boronic acids. The results show that the presence of a second metal in the dimetallic complexes induces some benefits in the catalytic behavior of the complexes. This effect is more pronounced in the Suzuki–Miyaura coupling, for which the dimetallic complexes exhibit significantly higher activity than their monometallic counterparts. Two is better than one: The catalytic activity of two dipalladium complexes with a pyracene‐linked bis‐imidazolylidene bridging ligand has been compared with the related monopalladium complexes in the acylation of aryl halides and Suzuki–Miyaura CC coupling (see figure). The dimetallic catalysts show enhanced catalytic activity relative to the monometallic ones.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201300486