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
  • [31] SYNTHETIC, STRUCTURAL, AND PHYSICAL STUDIES OF TITANIUM COMPLEXES OF CATECHOL AND 3,5-DI-TERT-BUTYLCATECHOL
    BORGIAS, BA
    COOPER, SR
    KOH, YB
    RAYMOND, KN
    INORGANIC CHEMISTRY, 1984, 23 (08) : 1009 - 1016
  • [32] RATE ENHANCEMENT OF THE AUTOOXIDATION OF 3,5-DI-TERT-BUTYLCATECHOL IN MICELLIZED COPPER(II) SOLUTIONS
    LIM, YY
    TAN, EHL
    JOURNAL OF MOLECULAR CATALYSIS, 1993, 81 (01): : L1 - L5
  • [33] New catalysts based on carboxylate Sn(IV) complexes used in the oxidation reaction of 3,5-di-tert-butylcatechol to 3,5-di-tert-butyl-o-benzoquinone
    Abderrahim Titi
    Mohamed Dahmani
    Zakariae Abbaoui
    Mohamed El Kodadi
    Abdelkader ET-Touhami
    Abderrahmane Yahyi
    El Bekkaye Yousfi
    Rachid Touzani
    Mohamed Siaj
    Reaction Kinetics, Mechanisms and Catalysis, 2024, 137 : 133 - 148
  • [34] New catalysts based on carboxylate Sn(IV) complexes used in the oxidation reaction of 3,5-di-tert-butylcatechol to 3,5-di-tert-butyl-o-benzoquinone
    Titi, Abderrahim
    Dahmani, Mohamed
    Abbaoui, Zakariae
    El Kodadi, Mohamed
    ET-Touhami, Abdelkader
    Yahyi, Abderrahmane
    Yousfi, El Bekkaye
    Touzani, Rachid
    Siaj, Mohamed
    REACTION KINETICS MECHANISMS AND CATALYSIS, 2024, 137 (01) : 133 - 148
  • [35] Activity of Mixed Valence Copper Cyanide Metal–Organic Framework in the Oxidation of 3,5-di-Tert-Butylcatechol with Hydrogen Peroxide
    M. Hassanein
    Safaa El-din H. Etaiw
    Sahar H. El-Khalafy
    Mohamed M. El-bendary
    Journal of Inorganic and Organometallic Polymers and Materials, 2015, 25 : 664 - 670
  • [36] Oxidation of 3,5-di-tert-butylcatechol by molecular oxygen catalysed by a copper(I) complex, Cu2(bdpdz)Cl2, bdpdz=3,6-bis-(di-2-pyridilmethyl) pyridazine
    Manzur, J
    García, AM
    Córdova, C
    Pizarro, O
    Acuña, V
    Spodine, E
    POLYHEDRON, 2002, 21 (02) : 181 - 185
  • [37] STRUCTURAL AND MAGNETIC-PROPERTIES OF MONONUCLEAR AND BINUCLEAR COPPER(II) COMPLEXES OF 3,5-DI-TERT-BUTYLCATECHOL
    BUCHANAN, RM
    WILSONBLUMENBERG, C
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1984, 187 (APR): : 115 - INOR
  • [38] Oxidation of 2-aminophenol with molecular oxygen and hydrogen peroxide catalyzed by water soluble metalloporphyrins
    El-Khalafy, Sahar H.
    Hassanein, M.
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2012, 363 : 148 - 152
  • [39] SOLVENT EXTRACTION-SPECTROPHOTOMETRIC DETERMINATION OF BORON WITH 3,5-DI-TERT-BUTYLCATECHOL AND ETHYL VIOLET
    OSHIMA, M
    MOTOMIZU, S
    TOEI, K
    ANALYTICAL CHEMISTRY, 1984, 56 (06) : 948 - 950
  • [40] Study of the oxidation of 2-aminophenol by molecular oxygen catalyzed by cobalt(II) phthalocyaninetetrasodiumsulfonate in water
    Hassanein, M.
    Abdo, M.
    Gerges, S.
    El-Khalafy, S.
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2008, 287 (1-2) : 53 - 56
12345