Abstract

The carbenoid homologation reaction of α-haloalkyl Grignard reagents 3 with isopropylmagnesium chloride gives rise not only to the expected secondary Grignard reagents 5 but also to substantial amounts of the tertiary Grignard reagent 7. The latter is postulated to arise by a carbenoid C−H insertion reaction within the mixed halide-bridged aggregate 14.

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