An efficient biomimetic Fe-catalyzed epoxidation of olefins using hydrogen peroxide

被引:123
作者
Anilkumar, Gopinathan
Bitterlich, Bianca
Gelalcha, Feyissa Gadissa
Tse, Man Kin
Beller, Matthias
机构
[1] Leibniz Inst Katalyse, D-18059 Rostock, Germany
[2] Ctr Life Sci Automat, D-18119 Rostock, Germany
关键词
D O I
10.1039/b612048b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new, environmentally benign and practical epoxidation method was developed using inexpensive and efficient Fe catalysts. FeCl3 center dot 6H(2)O in combination with commercially available pyridine-2,6-dicarboxylic acid and amines showed excellent reactivity and selectivity towards aromatic olefins and moderate reactivity towards 1,3-cyclooctadiene utilizing H2O2 as the terminal oxidant.
引用
收藏
页码:289 / 291
页数:3
相关论文
共 53 条
  • [41] Metal-catalyzed hydrocarbon oxygenations in solutions: The dramatic role of additives: a review
    Shul'pin, GB
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2002, 189 (01) : 39 - 66
  • [42] Alkane oxygenation with H2O2 catalysed by FeCl3 and 2,2′-bipyridine
    Shul'pin, GB
    Golfeto, CC
    Süss-Fink, G
    Shul'pina, LS
    Mandelli, D
    [J]. TETRAHEDRON LETTERS, 2005, 46 (27) : 4563 - 4567
  • [43] Heme-containing oxygenases
    Sono, M
    Roach, MP
    Coulter, ED
    Dawson, JH
    [J]. CHEMICAL REVIEWS, 1996, 96 (07) : 2841 - 2887
  • [44] FERRIC CHLORIDE-CATALYZED ACTIVATION OF HYDROGEN-PEROXIDE FOR THE DEMETHYLATION OF N,N-DIMETHYLANILINE, THE EPOXIDATION OF OLEFINS, AND THE OXIDATIVE CLEAVAGE OF VICINAL DIOLS IN ACETONITRILE - A REACTION MIMIC FOR CYTOCHROME-P-450
    SUGIMOTO, H
    SPENCER, L
    SAWYER, DT
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1987, 84 (07) : 1731 - 1733
  • [45] FERRIC-CHLORIDE INDUCED ACTIVATION OF HYDROGEN-PEROXIDE FOR THE EPOXIDATION OF ALKENES AND MONOXYGENATION OF ORGANIC SUBSTRATES IN ACETONITRILE
    SUGIMOTO, H
    SAWYER, DT
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (10) : 1784 - 1786
  • [46] Synthesis of 9-N-cinchona alkaloid peptide hybrid derivatives:: Preparation and conformational study of 9-N-acylamino(9-deoxy)cinchona alkaloids
    Sundermeier, U
    Döbler, C
    Mehltretter, GM
    Baumann, W
    Beller, M
    [J]. CHIRALITY, 2003, 15 (02) : 127 - 134
  • [47] Sundermeir U., 2004, MODERN OXIDATION MET, P1
  • [48] HIGH-YIELD EPOXIDATIONS WITH HYDROGEN-PEROXIDE AND TERT-BUTYL HYDROPEROXIDE CATALYZED BY IRON(III) PORPHYRINS - HETEROLYTIC CLEAVAGE OF HYDROPEROXIDES
    TRAYLOR, TG
    TSUCHIYA, S
    BYUN, YS
    KIM, C
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (07) : 2775 - 2781
  • [49] Tse M. K., 2004, ANGEW CHEM, V116, P5367, DOI DOI 10.1021/JA405852S
  • [50] Convenient method for epoxidation of alkenes using aqueous hydrogen peroxide
    Tse, MK
    Klawonn, M
    Bhor, S
    Döbler, C
    Anilkumar, G
    Hugl, H
    Mägerlein, W
    Beller, M
    [J]. ORGANIC LETTERS, 2005, 7 (06) : 987 - 990