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  • https://chem.libretexts.org/Ancillary_Materials/Reference/Organic_Chemistry_Glossary/Organocuprate
    Organocuprate is an ionic compound in which the anion has the following general structural formula. R = alkyl groups or aryl groups The most common organocuprates are Gilman reagents.
  • https://chem.libretexts.org/Workbench/LCDS_Organic_Chemistry_OER_Textbook_-_Todd_Trout/10%3A_Organohalides/10.08%3A_Organometallic_Coupling_Reactions
    Shown in a simplified form in Figure 10.6, the mechanism of the Suzuki–Miyaura reaction involves initial reaction of the aromatic halide with the palladium catalyst to form an organopalladium intermed...Shown in a simplified form in Figure 10.6, the mechanism of the Suzuki–Miyaura reaction involves initial reaction of the aromatic halide with the palladium catalyst to form an organopalladium intermediate, followed by reaction of that intermediate with the aromatic boronic acid.
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(Morsch_et_al.)/10%3A_Organohalides/10.07%3A_Organometallic_Coupling_Reactions
    A detailed discussion of these modifications is beyond the scope of this course, but you should be aware of possible limitations in the use of the Corey-House synthesis. The mechanism begins with copp...A detailed discussion of these modifications is beyond the scope of this course, but you should be aware of possible limitations in the use of the Corey-House synthesis. The mechanism begins with copper in the Gilman reagent being oxidized from Cu +1 to Cu +3 . Losing electrons allows the copper atom to act as a nucleophile and undergo an S N 2 like substitution reaction with the alkyl halide.
  • https://chem.libretexts.org/Courses/University_of_Connecticut/Chem_2444%3A_(Second_Semester_Organic_Chemistry)_UConn/15%3A_Coupling_Reactions/15.01%3A_Organometallic_Coupling_Reactions
    The product of such a reaction is an alkane, and this synthetic method gives us a route for the preparation of unsymmetrical alkanes. A detailed discussion of these modifications is beyond the scope o...The product of such a reaction is an alkane, and this synthetic method gives us a route for the preparation of unsymmetrical alkanes. A detailed discussion of these modifications is beyond the scope of this course, but you should be aware of possible limitations in the use of the Corey-House synthesis. During the reaction one of the alkyl groups from the Gilman reagent replaces the halogen for the organohalide.
  • https://chem.libretexts.org/Courses/Smith_College/Organic_Chemistry_(LibreTexts)/10%3A_Organohalides/10.08%3A_Organometallic_Coupling_Reactions
    A detailed discussion of these modifications is beyond the scope of this course, but you should be aware of possible limitations in the use of the Corey-House synthesis. The mechanism begins with copp...A detailed discussion of these modifications is beyond the scope of this course, but you should be aware of possible limitations in the use of the Corey-House synthesis. The mechanism begins with copper in the Gilman reagent being oxidized from Cu +1 to Cu +3 . Losing electrons allows the copper atom to act as a nucleophile and undergo an S N 2 like substitution reaction with the alkyl halide.
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_I_(Morsch_et_al.)/10%3A_Organohalides/10.07%3A_Organometallic_Coupling_Reactions
    A detailed discussion of these modifications is beyond the scope of this course, but you should be aware of possible limitations in the use of the Corey-House synthesis. The mechanism begins with copp...A detailed discussion of these modifications is beyond the scope of this course, but you should be aware of possible limitations in the use of the Corey-House synthesis. The mechanism begins with copper in the Gilman reagent being oxidized from Cu +1 to Cu +3 . Losing electrons allows the copper atom to act as a nucleophile and undergo an S N 2 like substitution reaction with the alkyl halide.
  • https://chem.libretexts.org/Courses/can/CHEM_231%3A_Organic_Chemistry_I_Textbook/10%3A_Organohalides/10.09%3A_Organometallic_Coupling_Reactions
    Shown in a simplified form in Figure 10.6, the mechanism of the Suzuki–Miyaura reaction involves initial reaction of the aromatic halide with the palladium catalyst to form an organopalladium intermed...Shown in a simplified form in Figure 10.6, the mechanism of the Suzuki–Miyaura reaction involves initial reaction of the aromatic halide with the palladium catalyst to form an organopalladium intermediate, followed by reaction of that intermediate with the aromatic boronic acid.
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(OpenStax)/10%3A_Organohalides/10.07%3A_Organometallic_Coupling_Reactions
    Many other kinds of organometallic compounds can be prepared in a manner similar to that of Grignard reagents.

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