One-electron oxidation of metal enolates and metal phenolates

被引：34
|
作者：
Schmittel, M [1 ]
Haeuseler, A [1 ]
机构：
[1] Univ Siegen, D-57068 Siegen, Germany
来源：
JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2002年 / 661卷 / 1-2期
关键词：
metal enolate; metal phenolate; radical cation; bond cleavage; stereoselectivity; kinetics;
D O I：
10.1016/S0022-328X(02)01823-5
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The structure and reactivity of a large number of metal enolates/metal phenolates and their radical cations is analyzed from both a preparative and mechanistic point of view. Special attention is given to the M-O bond cleavage and the C-C coupling on the stage of the radical cations. The insight obtained allowed to devise a novel selective oxidative coupling of enolates and phenolates through an intramolecular variant. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码：169 / 179
页数：11
相关论文
共 50 条
  • [21] Influence of One-Electron Oxidation and One-Electron Reduction on the Tautomeric Preferences for Purine
    Raczynska, Ewa D.
    Kaminska, Beata
    Szelag, Malgorzata
    ANALYTICAL & BIOANALYTICAL ELECTROCHEMISTRY, 2009, 1 (02): : 83 - 97
  • [22] The metal-catalyzed oxidation of methionine in peptides by Fenton systems involves two consecutive one-electron oxidation processes
    Hong, JY
    Schöneich, C
    FREE RADICAL BIOLOGY AND MEDICINE, 2001, 31 (11) : 1432 - 1441
  • [23] SUBSTITUENT EFFECTS ON THE REDOX PROPERTIES OF PHENOLATES IN ACETONITRILE - ONE-ELECTRON REDOX POTENTIALS
    HAPIOT, P
    PINSON, J
    YOUSFI, N
    NEW JOURNAL OF CHEMISTRY, 1992, 16 (8-9) : 877 - 881
  • [24] A comprehensive picture of the one-electron oxidation chemistry of enols, enolates and α-carbonyl radicals: oxidation potentials and characterization of radical intermediates
    Schmittel, Michael
    Lal, Mukul
    Lal, Rupali
    Roeck, Maik
    Langels, Anja
    Rappoport, Zvi
    Basheer, Ahmad
    Schlirf, Jens
    Deiseroth, Hans-Joerg
    Floerke, Ulrich
    Gescheidtg, Georg
    TETRAHEDRON, 2009, 65 (52) : 10842 - 10855
  • [25] ONE-ELECTRON OXIDATION OF A VITAMIN-B12 DERIVATIVE CONTAINING A METAL-CARBON BOND
    LEVITIN, IY
    SIGAN, AL
    TUVIN, MY
    NOVODAROVA, GV
    VOLPIN, ME
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1986, 35 (11): : 2423 - 2423
  • [26] Europium-Based Metal-Organic Framework as a Photocatalyst for the One-Electron Oxidation of Organic Compounds
    Choi, Jun Rye
    Tachikawa, Takashi
    Fujitsuka, Mamoru
    Majima, Tetsuro
    LANGMUIR, 2010, 26 (13) : 10437 - 10443
  • [27] ONE-ELECTRON OXIDATION OF MAGNESIUM OCTAETHYLPORPHIN
    FUHRHOP, JH
    MAUZERALL, D
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (14) : 3875 - +
  • [28] ONE-ELECTRON OXIDATION OF COPPER PHTHALOCYANINE
    CAHILL, AE
    TAUBE, H
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (06) : 2847 - 2851
  • [29] Photosensitized one-electron oxidation of DNA
    Kawai, K
    Majima, T
    PURE AND APPLIED CHEMISTRY, 2005, 77 (06) : 963 - 975
  • [30] ONE-ELECTRON OXIDATION OF A NAPHTHOQUINOL MONOACETATE
    HAGEMAN, L
    MCNELIS, E
    JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (22): : 3300 - 3301
12345