Please use this identifier to cite or link to this item: https://doi.org/10.1021/om0510369
Title: Mixed dicarboxylato - Bis(carbene) complexes of palladium(II): Synthesis, structures, trans - Cis isomerism, and catalytic activity
Authors: Huynh, H.V. 
Neo, T.C.
Tan, G.K.
Issue Date: 27-Feb-2006
Citation: Huynh, H.V., Neo, T.C., Tan, G.K. (2006-02-27). Mixed dicarboxylato - Bis(carbene) complexes of palladium(II): Synthesis, structures, trans - Cis isomerism, and catalytic activity. Organometallics 25 (5) : 1298-1302. ScholarBank@NUS Repository. https://doi.org/10.1021/om0510369
Abstract: Mixed dicarboxylato - bis(carbene) complexes of palladium(II) have been prepared by reacting cis-diiodo-bis(N,N′-dimethylbenzimidazolin-2-ylidene) palladium(II) (cis-A) with AgO2CR, where R = CH3, CF 3, and CF2CF3. In this manner, cis-diacetato-bis(N,N′-dimethylbenzimidazolin-2-ylidene)palladium(II) (1), cis-di(trifluoroacetato)-bis(N,N′-dimethylbenzimidazolin-2-ylidene) palladium(II) (2), and cis-di(pentafluoropropionato)-bis(N, N′dimethylbenzimidazolin-2-ylidene)palladium(II) (3) were obtained. Complexes 1-3 were fully characterized by multinuclear NMR spectroscopies as well as ESI mass spectrometry. X-ray crystal structure analyses of the first mixed carboxylato/benzimidazolin-2-ylidene complexes reveal mononuclear species with a square-planar palladium(II) center coordinated by two monodentate carbene and two monodentate carboxylato ligands in a cis arrangement. The cis configuration was found to be thermodynamically favored in this type of complexes. The results also show that the introduction of N-heterocyclic carbene ligands stabilizes the palladium - carboxylate moiety effectively, thus preventing both reductive decomposition and autoionization processes. A preliminary catalytic study revealed that complexes 1-3 are highly active in the Mizoroki - Heck coupling of aryl bromides and activated aryl chlorides. © 2006 American Chemical Society.
Source Title: Organometallics
URI: http://scholarbank.nus.edu.sg/handle/10635/94283
ISSN: 02767333
DOI: 10.1021/om0510369
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