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
  • [41] EPR STUDY OF TERTIARY CYCLIC PERFLUORINATED RADICALS - METHYLCYCLOPENTYL AND DECALYL RADICALS
    TUMANSKII, BL
    SOLODOVNIKOV, SP
    ZAKHAROVA, EV
    PLETNEV, SI
    MAKAROV, KN
    IGUMNOV, SM
    ROZHKOV, IN
    BUBNOV, NN
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1989, 38 (10): : 2182 - 2185
  • [42] EPR detection of glutathiyl and hemoglobin-cysteinyl radicals during the interaction of peroxynitrite with human erythrocytes
    Augusto, O
    de Menezes, SL
    Linares, E
    Romero, N
    Radi, R
    Denicola, A
    BIOCHEMISTRY, 2002, 41 (48) : 14323 - 14328
  • [43] Detection and characterisation of radicals using electron paramagnetic resonance (EPR) spin trapping and related methods
    Davies, Michael J.
    METHODS, 2016, 109 : 21 - 30
  • [44] Use of Rapid-Scan EPR to Improve Detection Sensitivity for Spin-Trapped Radicals
    Mitchell, Deborah G.
    Rosen, Gerald M.
    Tseitlin, Mark
    Symmes, Breanna
    Eaton, Sandra S.
    Eaton, Gareth R.
    BIOPHYSICAL JOURNAL, 2013, 105 (02) : 338 - 342
  • [45] EPR DETECTION OF DEUTERIOCHLOROPHYLL CATION-RADICALS ARISING AT ITS PHOTOREACTION WITH QUINONE AT LOW TEMPERATURE
    KOSTIKOV, AP
    KAYUSHIN, LP
    CHEKULAE.LN
    SADOVNIK.NA
    EVSTIGNE.VB
    FEBS LETTERS, 1974, 48 (01) : 149 - 151
  • [46] EPR detection of lipid-derived free radicals from PUFA, LDL, and cell oxidations
    Qian, SY
    Wang, HP
    Schafer, FQ
    Buettner, GR
    FREE RADICAL BIOLOGY AND MEDICINE, 2000, 29 (06) : 568 - 579
  • [47] EPR characterization of new phosphavinyl sigma radicals
    Alberti, A
    Benaglia, M
    DellaBona, MA
    Guerra, M
    Hudson, A
    Macciantelli, D
    RESEARCH ON CHEMICAL INTERMEDIATES, 1996, 22 (04) : 381 - 392
  • [48] The EPR spectrum of vibrationally excited OH radicals
    Clough, P. N.
    Curran, A. H.
    Thrush, B. A.
    CHEMICAL PHYSICS LETTERS, 1970, 7 (01) : 86 - 88
  • [49] Free radicals in irradiated drugs: An EPR study
    Taiwo, FA
    Patterson, LH
    Jaroszkiewicz, E
    Marciniec, B
    Ogrodowczyk, M
    FREE RADICAL RESEARCH, 1999, 31 (03) : 231 - 235
  • [50] EPR MEASUREMENTS OF THE CONCENTRATIONS OF ATOMS AND RADICALS IN FLAMES
    GERSHENZON, Y
    ZHURNAL FIZICHESKOI KHIMII, 1964, 38 (11): : 2685 - 2688
12345