An ESR study of N-benzoyl- and N-pivaloyl-N-(arylthio)aminyls).
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概要
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<I>N</I>-Benzoyl-<I>N</I>-(arylthio)aminyls, ArCO\dotNSAr′, and <I>N</I>-pivaloyl-<I>N</I>-(arylthio)aminyls, <I>t</I>-BuCO\dotNSAr, were generated in benzene by hydrogen-abstraction from <I>N</I>-benzoyl- and <I>N</I>-pivaloylbenzenesulfenamides. The hyperfine coupling constants (<I>hfcc</I>) for the radicals are in the range of 6.80–7.57 G for the nitrogen nucleus and 1.68–1.97 G for the <I>S</I>-phenyl ring protons. However, <I>hfcc</I> due to the benzoyl and pivaloyl protons were not detected. The <I>g</I>-values lie in the range of 2.0081–2.0084. On the basis of these ESR parameters, it is suggested that the acylaminyls exist in a π-electronic ground state and that the unpaired electron is located predominantly on the nitrogen atom (2p<SUB>z</SUB> orbital) and the phenylthio group. From the decay kinetic study of the radicals, it was found that <I>N</I>-benzoyl-<I>N</I>-(4-cnlorophenylthio)aminyl persisted for more than 3 h in benzene at 24 °C, and <I>N</I>-pivaloyl-<I>N</I>-(4-chlorophenylthio)aminyl decayed only a little, even after 20 h.
- 公益社団法人 日本化学会の論文
著者
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MIURA Yozo
Department of Appleid Chemistry, Faculty of Engineering, Osaka City University
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Kinoshita Masayoshi
Department of Applied Chemistry, Faculty of Engineering, Osaka City University
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Katsura Yosuke
Department of Applied Chemistry, Faculty of Engineering, Osaka City University
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