On the actual EPR detection of thioacyl radicals

被引:5
|
作者
Alberti, Angelo [2 ]
Benaglia, Massimo [2 ]
Guerra, Maurizio [2 ]
Gulea, Mihaela [1 ]
Macciantelli, Dante [2 ]
Masson, Serge [1 ]
机构
[1] Univ Caen Basse Normandie, ENSICAEN, LCMT, F-14050 Caen, France
[2] ISOF CNR, Area Ric, I-40129 Bologna, Italy
关键词
D O I
10.1021/ol801219g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The direct EPR detection of thioacyl radicals has been reported only once, while thioacyl nitroxides remain an elusive species. We failed to detect the thioacyl radicals from two thioaldehydes and from phosphoryldithioformates but have obtained EPR evidence that thioacyl radicals react with 2-methyl-2-nitrosopropane to give thiocarbonyloxyaminyls rather than thioacyl nitroxides. The results of DFT calculations support this unexpected reactivity of thioacyls, while making questionable their previous EPR identification.
引用
收藏
页码:3327 / 3330
页数:4
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