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Reactive Couples: Imidazolium salts react with alkenes under mild conditions in the presence of a Ni0-based catalyst to produce 2-alkyl imidazolium salts (see scheme, cod=1,5-cyclooctadiene). The mechanism involves oxidative addition of an imidazolium CH bond to M0 to give a (carbene)MH intermediate and finally bond formation between the carbene and an alkyl ligand through reductive elimination.
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Clément et al. (2004) studied this question.
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