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Palladium(II) complexes of the hemilabile pincer ligand PPh(o-C6H4SMe)2 as highly active and recyclable ­Mizoroki–Heck catalysts

AuthorsLuquin, Asunción; Castillo, Noelia; Cerrada, Elena ; Merchán Álvarez, Francisco ; Garrido, Julián J.; Laguna, Mariano
KeywordsHomogeneous catalysis
Ligand design
Pincer ligands
Issue Date2016
CitationEuropean Journal of Organic Chemistry 2016(4): 789-798 (2016)
AbstractPdII complexes with PPh(o-C6H4SMe)2 acting as a pincer ligand in an S,S′,P- or S,P-coordination mode have been synthesized. The complexes include [PdCl2{PPh(o-C6H4SMe)2}] (1), [Pd(Me)Cl{PPh(o-C6H4SMe)2}] (2), and [Pd(X){PPh(o-C6H4SMe)2}]A [A = CF3SO3, X = Cl (3); A = CF3SO3, Me (4); A = PF6, X = Me (5)]. Insertion of CO into the Pd–Me bond of these complexes leads to [Pd(COMe)Cl{PPh(o-C6H4SMe)2}] (6) and [Pd(COMe){PPh(o-C6H4SMe)2}]A [A = CF3SO3 (7); A = PF6 (8)]. Some of these complexes are good Mizoroki–Heck catalysts (for the reactions between iodobenzene and methyl acrylate or styrene). The most active catalyst was found to be [Pd(Me)Cl{PPh(o-C6H4SMe)2}] (2). This catalyst could be retained on a silica gel column, recovered, and reused several times without losing activity.
Identifiersdoi: 10.1002/ejoc.201501354
e-issn: 1099-0690
issn: 1434-193X
Appears in Collections:(ISQCH) Artículos
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