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Rate Enhanced Olefin Cross-Metathesis Reactions: The Copper Iodide Effect

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journal contribution
posted on 03.06.2011, 00:00 by Karl Voigtritter, Subir Ghorai, Bruce H. Lipshutz
Copper iodide has been shown to be an effective cocatalyst for the olefin cross-metathesis reaction. In particular, it has both a catalyst stabilizing effect due to iodide ion, as well as copper(I)-based phosphine-scavenging properties that apply to use of the Grubbs-2 catalyst. A variety of Michael acceptors and olefinic partners can be cross-coupled under mild conditions in refluxing diethyl ether that avoid chlorinated solvents. This effect has also been applied to chemistry in water at room temperature using the new surfactant TPGS-750-M.