Studies on Sulfenamides. X. Electron Spin Resonance Spectra of Radical Cations Electrochemically Generated from N-(o-Nitrophenylthio) alicyclic Amines
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概要
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The paramagnetic species formed by in situ electrochemical oxidation of eleven N-(o-nitrophenylthio) alicyclic amines in acetonitrile or propionitrile have been identified as the radical cations derived from the parent sulfenamides by one-electron transfer. The observed non-equivalence of the two N-methylene groups indicated the existence of restricted rotation around the S-N bond and three-electron π-bonded geometry. As regards the radical cations derived from six-membered alicyclic sulfenamides, the ring inversion was apparently conformationally frozen on the electron spin resonance (ESR) time scale even at 25℃. Based on the ESR and nuclear magnetic resonance data it is proposed that the C_2N-S group in these radical cations is pyramidal and that the nitrogen inversion of these radicals is slow on the ESR time scale. The stability of the radical cations is discussed.
- 公益社団法人日本薬学会の論文
- 1985-08-25
著者
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佐用 博照
Faculty of Pharmaceutical Sciences, Kobe-Gakuin University
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道田 隆
Faculty Of Pharmaceutical Sciences Osaka University
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道田 隆
Faculty Of Pharmaceutical Sciences Kobe-gakuin University
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佐用 博照
Faculty Of Pharmaceutical Sciences Kobe-gakuin University
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