Oxidation of 3,5-di-tert-butylcatechol and 2-aminophenol by molecular oxygen catalyzed by an organocatalyst

被引：3
|
作者：
Szekely, Gabor [1 ]
Bagi, Narcisz [1 ]
Kaizer, Jozsef [1 ]
Speier, Gabor [1 ]
机构：
[1] Univ Pannonia, Dept Chem, H-8200 Veszprem, Hungary
来源：
NEW JOURNAL OF CHEMISTRY | 2015年 / 39卷 / 08期
关键词：
PHENOXAZINONE SYNTHASE; CATECHOLASE ACTIVITY; MAGNETIC-PROPERTIES; COPPER(II) COMPLEXES; CRYSTAL-STRUCTURES; MECHANISM; DINUCLEAR; DIOXYGEN; OXIDASE; LIGAND;
D O I：
10.1039/c5nj01405k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
1,3,2-Oxazaphospholes are able to catalyze the oxidation of 3,5-ditert-butylcatechol with O-3(2) to the corresponding o-quinone and 2-aminophenol to 2-aminophenoxazine-3-one in methanol. In both the cases, an overall third order reaction rate equation and a new type of biomimetic organocatalyst for oxidation reactions was found. A one electron transfer of the phenolate, which is formed through the deprotonation of the substrates by the catalyst, to dioxygen seems to be rate-determining step.
引用
收藏
页码：5908 / 5911
页数：4
相关论文
共 50 条
  • [1] COBALT(II) CHELATE CATALYZED OXIDATION OF 3,5-DI-TERT-BUTYLCATECHOL
    TSURUYA, S
    YANAI, S
    MASAI, M
    INORGANIC CHEMISTRY, 1986, 25 (02) : 141 - 146
  • [2] Oxidation of 3,5-di-tert-butylcatechol in the presence of V-polyoxometalate
    Xue-Feng Hu
    Lei Wu
    Chemical Papers, 2012, 66 : 211 - 215
  • [3] OXIDATION OF 3,5-DI-TERT-BUTYLCATECHOL CATALYZED BY METAL ACETYLACETONATES IN ORGANIC-SOLVENTS
    SAKAMOTO, H
    FUNABIKI, T
    YOSHIDA, S
    TARAMA, K
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1979, 52 (10) : 2760 - 2765
  • [4] Oxidation of 3,5-di-tert-butylcatechol in the presence of V-polyoxometalate
    Hu, Xue-Feng
    Wu, Lei
    CHEMICAL PAPERS, 2012, 66 (03): : 211 - 215
  • [5] THE PREPARATION OF BINUCLEAR COMPLEXES AND THEIR CATALYTIC BEHAVIOR IN THE OXIDATION OF 3,5-DI-TERT-BUTYLCATECHOL
    CASELLATO, U
    TAMBURINI, S
    VIGATO, PA
    DESTEFANI, A
    VIDALI, M
    FENTON, DE
    INORGANICA CHIMICA ACTA-ARTICLES, 1983, 69 (FEB): : 45 - 51
  • [6] HETEROPOLYVANADATES AS CATALYSTS FOR OXYGENATION OF 3,5-DI-TERT-BUTYLCATECHOL
    TATSUNO, Y
    NAKAMURA, C
    SAITO, T
    JOURNAL OF MOLECULAR CATALYSIS, 1987, 42 (01): : 57 - 66
  • [7] Mechanism of a dinuclear copper complex catalyzed autoxidation of 3,5-di-tert-butylcatechol
    McDevitt, Michael R.
    Urbach, Fred L.
    POLYHEDRON, 2014, 67 : 405 - 409
  • [8] INTRADIOL AND EXTRADIOL OXYGENATIONS OF 3,5-DI-TERT-BUTYLCATECHOL CATALYZED BY BIPYRIDINEPYRIDINEIRON(III) COMPLEX
    FUNABIKI, T
    MIZOGUCHI, A
    SUGIMOTO, T
    YOSHIDA, S
    CHEMISTRY LETTERS, 1983, (06) : 917 - 920
  • [9] Effect of two isomeric tetrapyrazolyl ligands on the catalytic oxidation of 3,5-di-tert-butylcatechol
    I. Bouabdallah
    R. Touzani
    I. Zidane
    A. Ramdani
    Journal of the Iranian Chemical Society, 2007, 4 : 299 - 303
  • [10] Effect of two isomeric tetrapyrazolyl ligands on the catalytic oxidation of 3,5-di-tert-butylcatechol
    Bouabdallah, I.
    Touzani, R.
    Zidane, I.
    Ramdani, A.
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2007, 4 (03) : 299 - 303
12345