期刊
ACCOUNTS OF CHEMICAL RESEARCH
卷 33, 期 7, 页码 449-455出版社
AMER CHEMICAL SOC
DOI: 10.1021/ar960058b
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The title probes are precursors to kinetically calibrated, arylsubstituted cyclopropylcarbinyl radicals that rearrange with picosecond lifetimes. Applications in studies of cytochrome P450-catalyzed hpdroxylation reactions are reviewed. Initially confusing results regarding lifetimes of radicals in the hydroxylation reactions were resolved when second-generation probes that distinguish between radicals and cations were employed. The results indicate that two electrophilic oxidizing species are involved in P450-catalyzed hydroxylations, an iron-ore species that inserts oxygen and a hydroperoxo-iron species that inserts OH+. The cationic rearrangement products are ascribed to reactions of the protonated alcohol products formed from the latter.
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