Organometallic compounds VII. Decomposition of alkyl halides by the cobaltous chloride/methylmagnesium iodide system; the mechanism of the kharasch reaction

Add time:08/10/2019    Source:sciencedirect.com

The action of a large excess of methylmagnesium iodide on cobaltous chloride results in formation of a colloidal suspension. This colloid decomposes iodomethane and the 1-halloctanes to give hydrocarbons derived from the Grignard reagent and hydrocarbons derived from the alkyl halide. From studies of product distributions and of the kinetics of decomposition of 1-bromooctane, it is concluded that these decompositions are heterogeneous and proceed at the surface of the catalyst to give an intermediate complex; this complex can break down to yield free alkyl radicals, and can also break down by a series of hydrogen abstraction reactions that possibly involve a cobalt hydride. The observed products of reaction have been accounted for both qualitatively and quantitatively by these free-radical and non-free-radical processes.

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