超強酸系における親電子的酸化反応

概要

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Electrophilic oxygenation studies of C-H bond in organic compounds, particullary in alkanes, with ozone and/or hydrogen peroxide in super acid solutions, established recently in Prof. G.A. Olahs laboratory, were reviewed. The reactions, giving oxyfunctionalized products, can be well explained to proceed via initial electrophilic attack toward the σ-bonds in alkanes by protonated ozone, i. e., O3+H and/or hydroperoxonium ion, i. e., H3+O2 to give the pentacoordinated carbonium ion as transition state. The reaction behaviors of single σ-bonds in functionalized organic compounds, such as alcohol, ketones etc, were also described from the view point of organic synthesis.
社団法人有機合成化学協会の論文