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  2. Suzuki reaction - Wikipedia

    en.wikipedia.org/wiki/Suzuki_reaction

    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 ...

  3. Organotrifluoroborate - Wikipedia

    en.wikipedia.org/wiki/Organotrifluoroborate

    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]

  4. Borylation - Wikipedia

    en.wikipedia.org/wiki/Borylation

    Suzuki-Miyaura Cross-Coupling. In 2013, Joachim Podlech and co-workers determined the structure of Alternaria mycotoxin altenuic acid III by NMR spectroscopic analysis and completed its total synthesis. In the synthetic strategy, Suzuki-Miyaura Cross-Coupling reaction was used with a highly functionalized boronate and butenolides to synthesize ...

  5. Protodeboronation - Wikipedia

    en.wikipedia.org/wiki/Protodeboronation

    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 ...

  6. Dialkylbiaryl phosphine ligands - Wikipedia

    en.wikipedia.org/wiki/Dialkylbiaryl_phosphine...

    The Pd 2 (dba) 3 /MePhos catalytic system has been applied to late stage Suzuki cross couplings. This reaction has been conducted on a kilogram scale, and no specific palladium-removal treatment was required as the excess imidazole present in the final amide coupling step coordinated to the Pd and generated a removable byproduct. [32]

  7. Tetrakis (triphenylphosphine)palladium (0) - Wikipedia

    en.wikipedia.org/wiki/Tetrakis(triphenylphosphine...

    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 ...

  8. Conjugated microporous polymer - Wikipedia

    en.wikipedia.org/wiki/Conjugated_microporous_polymer

    Since 1979, Suzuki coupling has been an efficient method for aryl-aryl bond formation. [3] The reaction conditions of Suzuki coupling for the formation of a biphenyl repeat unit for CMPs include the palladium catalyzed cross-coupling of an organo-boron reagent with an organic halide or sulfonate in the presence of some base.

  9. Cross-coupling reaction - Wikipedia

    en.wikipedia.org/wiki/Cross-coupling_reaction

    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]