A study was conducted to demonstrate mechanisms of nucleophilic organocopper(I) reactions. A comprehensive mechanistic picture of representative organocopper(I)-mediated C C bond-forming reactions was demonstrated. The structures of organocopper compounds, organocopper(I) ate complexes, and organocopper(III) complexes were described. The electronic structure of organocuprate(I) complexes and theirmolecular orbital interactions with electrophiles were discussed to gather information about the oxidative addition process of the organocuprate reactions. This demonstrated the way Lewis acidic countercations affected the organocuprate reaction and how organocopper(III) intermediates produced the C C coupling products. Organocopper reagents were also compared with organosilver and -gold analogues.
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