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
来源：
ORGANIC LETTERS | 2008年 / 10卷 / 15期
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
相关论文
共 50 条
  • [31] Synthesis and EPR characterization of "phosphaverdazyl" radicals
    Hicks, RG
    Hooper, R
    INORGANIC CHEMISTRY, 1999, 38 (02) : 284 - 286
  • [32] EPR study of free radicals in bread
    Yordanov, ND
    Mladenova, R
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2004, 60 (06) : 1395 - 1400
  • [33] EPR of Matrix Isolated Methyl Radicals
    Yu. A. Dmitriev
    Journal of Low Temperature Physics, 2005, 139 : 541 - 549
  • [34] AN EPR STUDY OF PHOTOSELECTION OF PEROXIDE RADICALS
    VOROBEV, AK
    GURMAN, VS
    ZHURNAL FIZICHESKOI KHIMII, 1995, 69 (10): : 1867 - 1871
  • [35] EPR spin trapping of protein radicals
    Davies, MJ
    Hawkins, CL
    FREE RADICAL BIOLOGY AND MEDICINE, 2004, 36 (09) : 1072 - 1086
  • [36] EPR STUDY OF THE TRANSFORMATIONS OF FLUOROALKENYL RADICALS
    TUMANSKII, BL
    KISELEVA, LN
    ROGOVIK, VM
    CHERSTKOV, VF
    STERLIN, SR
    BUBNOV, NN
    SOLODOVNIKOV, SP
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1989, 38 (03): : 632 - 634
  • [37] EPR of matrix isolated methyl radicals
    Dmitriev, YA
    JOURNAL OF LOW TEMPERATURE PHYSICS, 2005, 139 (5-6) : 541 - 549
  • [38] Multifrequency EPR of four triarylmethyl radicals
    Fielding, AJ
    Carl, PJ
    Eaton, GR
    Eaton, SS
    APPLIED MAGNETIC RESONANCE, 2005, 28 (3-4) : 231 - 238
  • [39] EPR spectroscopy on flavin radicals in flavoproteins
    Nohr, Daniel
    Weber, Stefan
    Schleicher, Erik
    NEW APPROACHES FOR FLAVIN CATALYSIS, 2019, 620 : 251 - 275
  • [40] Multifrequency EPR of four triarylmethyl radicals
    A. J. Fielding
    P. J. Carl
    G. R. Eaton
    S. S. Eaton
    Applied Magnetic Resonance, 2005, 28 : 231 - 238
12345