Photolysis of adamantane-2-spiru-3′-diazirine

作者: S. D. Isaev , V. P. Sherstyuk , U. F. Kozlov , V. V. Skripkin , I. Yanku

DOI: 10.1007/BF01372474

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摘要: The spectral characteristics and photochemical transformations of adamantane-2-spiro-3′-diazirine its 5-hydroxy derivative were studied. the photoexcited molecules in individual solvents their mixtures with various sources UV radiation studied by gas-liquid chromatography. main process saturated hydrocarbons is formation diazoadamantane, which then converted into adamantanone azine. addition small amounts formic or acetic acid leads to significant alkyladamantanes, are products from intermediately formed carbene adamantylidene. Concurrent transformation paths also observed cyclohexene. It suggested that adamantylidene preceded an exciplex diazirine polar solvent molecule. ambiphilic nature photolysis diazirines was demonstrated concurrent carbenylation.

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