Study of a new reaction: Trapping of peroxyl radicals by TEMPO

被引:58
|
作者
Barton, DHR [1 ]
Le Gloahec, VN [1 ]
Smith, J [1 ]
机构
[1] Texas A&M Univ, Dept Chem, College Stn, TX 77842 USA
关键词
D O I
10.1016/S0040-4039(98)01628-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of 2,2,6,6-tetramethylpiperidinyloxy (TEMPO) with I-butyl hydroperoxide, in the presence of catalytic amounts of Fem yields oxygen. This reaction, which has never been described in the literature so far, led us to envisage a totally new concept, involving the reaction of TEMPO with oxygen-centered radicals. The formation of an intermediate has been detected during the course of the reaction. A mechanism based on the experimental facts and literature data is proposed. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7483 / 7486
页数:4
相关论文
共 50 条
  • [31] Stereoselective Intermolecular Nitroaminoxylation of Terminal Aromatic Alkynes: Trapping Alkenyl Radicals by TEMPO
    Yan, Hong
    Rong, Guangwei
    Liu, Defu
    Zheng, Yang
    Chen, Jie
    Mao, Jincheng
    ORGANIC LETTERS, 2014, 16 (24) : 6306 - 6309
  • [32] Electrophilicity Indices for Peroxyl Radicals
    S. V. Puchkov
    Yu. V. Nepomnyashchikh
    Russian Journal of Physical Chemistry B, 2018, 12 : 904 - 907
  • [33] Mechanism of the recombination of peroxyl radicals
    Khursan, S.L., 1600, (31):
  • [34] Electrophilicity Indices for Peroxyl Radicals
    Puchkov, S. V.
    Nepomnyashchikh, Yu. V.
    RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY B, 2018, 12 (05) : 904 - 907
  • [35] AN ELECTRON-SPIN RESONANCE INVESTIGATION OF THE STRUCTURE AND FORMATION OF SULFINYL RADICALS - REACTION OF PEROXYL RADICALS WITH THIOLS
    SWARTS, SG
    BECKER, D
    DEBOLT, S
    SEVILLA, MD
    JOURNAL OF PHYSICAL CHEMISTRY, 1989, 93 (01): : 155 - 161
  • [36] MECHANISM OF THE RECOMBINATION OF PEROXYL RADICALS
    KHURSAN, SL
    MARTEMYANOV, VS
    DENISOV, ET
    KINETICS AND CATALYSIS, 1990, 31 (05) : 899 - 907
  • [37] Base-Promoted Reaction of 5-Hydroxyuracil Derivatives with Peroxyl Radicals
    Amorati, Riccardo
    Valgimigli, Luca
    Pedulli, Gian Franco
    Grabovskiy, Stanislav A.
    Kabal'nova, Natalia N.
    Chatgilialoglu, Chryssostomos
    ORGANIC LETTERS, 2010, 12 (18) : 4130 - 4133
  • [38] Theoretical study on the oxidative damage to cholesterol induced by peroxyl radicals
    Medina, Manuel E.
    Galano, Annia
    Trigos, Angel
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2015, 28 (07) : 504 - 508
  • [39] The reaction profile for hydrogen atom transfer from phenol to peroxyl free radicals
    O'Malley, PJ
    CHEMICAL PHYSICS LETTERS, 2002, 364 (3-4) : 318 - 322
  • [40] Electronic structure of ring and chain substituted styrenes and their reactivities in the reaction with peroxyl radicals
    Opeida, Iosyp O.
    Suprun, Wolodymyr Ya.
    Journal of the Chemical Society. Perkin Transactions 2, 2000, (06): : 1273 - 1279