Palladium-catalyzed Suzuki cross-coupling

Recently, we used hyperbranched polyglycerol 1 as a high-loading support for boronic acids with application in the palladium-catalyzed Suzuki cross-coupling reaction [79]. Moreover, hyperbranched polyglycerol (1) can... 

Palladium-catalyzed Suzuki cross-coupling reactions can be conducted in the ambient temperature ionic liquid, l-butyl-3-methylimidazolium tetrafluoroborate (29), in which unprecedented reactivities are witnessed, and which allows easy product isolation and catalyst recycling (Eq. (60)) [96]. 

Fig. 4. (A-C) Palladium-containing species observed by ESI-MS and implicated in the microwave-assisted Heck arylation of electron rich olehns. 19] (D) A boron-containing ion implicated in the transmetallation step of the palladium-catalyzed Suzuki cross-coupling reaction 46].

Xiao J C, Shreeve J M. Synthesis of 2,2 -biimidazolium-based ionic liquids Use as a new reaction medium and ligand for palladium-catalyzed Suzuki cross-coupling reactions. J. Org. Chem. 2005. 70, 3072-3078. 

Liu, S.-Y., Choi, M. J., Fu, G. C. A surprisingly mild and versatile method for palladium-catalyzed Suzuki cross-couplings of aryl chlorides in the presence of atriarylphosphine. Chem. Commun. 2001, 2408-2409. 

Scheme 7. Synthesis of combretastatin A-4 using the palladium-catalyzed Suzuki cross-coupling...

It is worth noting that various peroxide species can also be formed in palladium-catalyzed Suzuki cross-coupling reactions in the presence of oxy-... 

The Suzuki-Miyaura reaction has proven useful for synthetic chemists in the formation of aryl-aiyl bonds. Benefits include generally mild reaction conditions, compatibility with most functional groups, and the use of readily available boronic acids known for their stability. In the reaction shown below, Meldal and co-workers reported a palladium-catalyzed Suzuki cross-coupling reaction of a bromothiophene using a solid-phase synthesis protocol. ... 

Marsh, K.N., Boxall, J.A. lichtenthaler, R. (2004). Room Temperature Ionic Liquids and Their Mixtures, a Review, Fluid Phase EquUtb., pp. 219, 93-98 Mathews, C.J., Smith, P.J. Welton, T. (2000). Palladium Catalysed Suzuki Cross-Coupling Reactions in Ambient Temperature Ionic Liquids, Chem. Commun., 14, pp. 1249-1250 McNulty, J., Capretta, A., Wilson, J., Dyck, J., Adjabeng, G. Robertson, A. (2002). Suzuki Cross-Coupling Reactions of Aryl Halides in Phosphonium Salt Ionic Liquid imder Mild Conditions, Chem, Commun., 17, pp. 1986-1987 McLachlan, F., Mathews, C.J., Smith, P.J. Welton, T. (2003). Palladium-Catalyzed Suzuki Cross-Coupling Reactions in Ambient Temperature Ionic Liquids Evidence for the Importance of Palladium Imidazolylidene Complexes, Organometallics, 22, pp. 5350-5357... 

Cyclotrimerizations of phenylethynes using palladium-dppf complexes have been studied, and the coordination chemistry of l,T-bis(diphenylselenophosphoryl)ferrocene with gold and silver has been investigated. The novel l,l, 2,2 -tetrakis(diphenylphosphino)-4,4 -di-/ tt-butylferrocene-type phosphines may be used as ligands in palladium-catalyzed Suzuki cross-coupling and Heck alkylation of aryl halides. 

Mathews, C. J., Smith, P. J. Welton, T. (2000). Palladium catalyzed Suzuki cross-coupling reactions in ambient temperature ionic liquids. Chemical Communications, 14,1249-1250, ISSN 1359-7345... 

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