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The Nicholas reaction is an organic reaction where a dicobalt octacarbonyl-stabilized propargylic cation is reacted with a nucleophile. Oxidative demetallation gives the desired alkylated alkyne.
Additional recommended knowledge
Several reviews have been published.
The addition of dicobalt octacarbonyl to a propargylic ether (1) gives the dicobalt intermediate 2. Reaction with HBF4 or Lewis acid gives the key dicobalt octacarbonyl-stabilized propargylic cation (3a and 3b). Addition of a nucleophile followed by a mild oxidation gives the desired substituted alkyne (5).
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Nicholas_reaction". A list of authors is available in Wikipedia.|