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The Suzuki reaction or Suzuki coupling is an organic reaction that uses a palladium complex catalyst to cross-couple a boronic acid to an organohalide. [1] [2] [3] It was first published in 1979 by Akira Suzuki, and he shared the 2010 Nobel Prize in Chemistry with Richard F. Heck and Ei-ichi Negishi for their contribution to the discovery and development of noble metal catalysis in organic ...
The mechanism of organotrifluoroborate-based Suzuki-Miyaura coupling reactions has recently been investigated in detail. The organotrifluoroborate hydrolyses to the corresponding boronic acid in situ, so a boronic acid can be used in place of an organotrifluoroborate, as long as it is added slowly and carefully. [7] [8]
Protodeboronation is a well-known undesired side reaction, and frequently associated with metal-catalysed coupling reactions that utilise boronic acids (see Suzuki reaction). [1] For a given boronic acid, the propensity to undergo protodeboronation is highly variable and dependent on various factors, such as the reaction conditions employed and ...
Cross-coupling reactions are important for the production of pharmaceuticals, [4] examples being montelukast, eletriptan, naproxen, varenicline, and resveratrol. [21] with Suzuki coupling being most widely used. [22] Some polymers and monomers are also prepared in this way. [23]
The general mechanism for the Suzuki reaction. Pincer complexes have been shown to catalyse Suzuki-Miyaura coupling reactions, a versatile carbon-carbon bond forming reaction. Typical Suzuki coupling employ Pd(0) catalysts with monodentate tertiary phosphine ligands (e.g. Pd(PPh 3) 4). It is a very selective method to couple aryl substituents ...
Pd(PPh 3) 4 is widely used as a catalyst for palladium-catalyzed coupling reactions. [7] Prominent applications include the Heck reaction, Suzuki coupling, Stille coupling, Sonogashira coupling, and Negishi coupling. These processes begin with two successive ligand dissociations followed by the oxidative addition of an aryl halide to the Pd(0 ...
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Akira Suzuki (鈴木 章, Suzuki Akira, born September 12, 1930) is a Japanese chemist and Nobel Prize Laureate (2010), who first published the Suzuki reaction, the organic reaction of an aryl- or vinyl-boronic acid with an aryl- or vinyl-halide catalyzed by a palladium(0) complex, in 1979.