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  2. Coupling reaction - Wikipedia

    en.wikipedia.org/wiki/Coupling_reaction

    The most common type of coupling reaction is the cross coupling reaction. [1] [2] [3] Richard F. Heck, Ei-ichi Negishi, and Akira Suzuki were awarded the 2010 Nobel Prize in Chemistry for developing palladium-catalyzed cross coupling reactions. [4] [5] Broadly speaking, two types of coupling reactions are recognized:

  3. 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 ...

  4. Cross-coupling reaction - Wikipedia

    en.wikipedia.org/wiki/Cross-coupling_reaction

    In organic chemistry, a cross-coupling reaction is a reaction where two different fragments are joined. Cross-couplings are a subset of the more general coupling reactions. Often cross-coupling reactions require metal catalysts. One important reaction type is this:

  5. Negishi coupling - Wikipedia

    en.wikipedia.org/wiki/Negishi_coupling

    Where the Negishi coupling is rarely used in industrial chemistry, a result of the aforementioned water and oxygen sensitivity, it finds wide use in the field of natural products total synthesis. The increased reactivity relative to other cross-coupling reactions makes the Negishi coupling ideal for joining complex intermediates in the ...

  6. Stille reaction - Wikipedia

    en.wikipedia.org/wiki/Stille_reaction

    The reaction involves the coupling of two organic groups, one of which is carried as an organotin compound (also known as organostannanes). A variety of organic electrophiles provide the other coupling partner. The Stille reaction is one of many palladium-catalyzed coupling reactions. [1] [2] [3]

  7. McMurry reaction - Wikipedia

    en.wikipedia.org/wiki/McMurry_reaction

    This reductive coupling can be viewed as involving two steps. First is the formation of a pinacolate (1,2-diolate) complex, a step which is equivalent to the pinacol coupling reaction. The second step is the deoxygenation of the pinacolate, which yields the alkene, this second step exploits the oxophilicity of titanium.

  8. Sonogashira coupling - Wikipedia

    en.wikipedia.org/wiki/Sonogashira_coupling

    The Sonogashira reaction is a cross-coupling reaction used in organic synthesis to form carbon–carbon bonds. It employs a palladium catalyst as well as copper co-catalyst to form a carbon–carbon bond between a terminal alkyne and an aryl or vinyl halide .

  9. Kumada coupling - Wikipedia

    en.wikipedia.org/wiki/Kumada_coupling

    In organic chemistry, the Kumada coupling is a type of cross coupling reaction, useful for generating carbon–carbon bonds by the reaction of a Grignard reagent and an organic halide. The procedure uses transition metal catalysts , typically nickel or palladium, to couple a combination of two alkyl , aryl or vinyl groups .