A view on the mechanism of metalloporphyrin degradation in hydrogen peroxide epoxidation reactions

被引:30
作者
Serra, AC
Marçalo, EC
Gonsalves, AMDR
机构
[1] Univ Coimbra, Fac Ciencias & Tecnol, Dept Quim, P-3000 Coimbra, Portugal
[2] Univ Catolica Portuguesa, P-3080 Figueira do Foz, Portugal
关键词
metalloporphyrin; catalyst; degradation; hydrogen peroxide;
D O I
10.1016/j.molcata.2004.01.023
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The stability of biomimetic catalysts is an essential characteristic for them to be of some practical use. The study of the reaction of metalloporphyrin catalysts in hydrogen peroxide oxidations in the presence of benzoic acid allowed to understand whether an intramolecular or intermolecular mechanism is operative in catalyst degradation. Under certain reaction conditions, the presence of a radical inhibitor minimises the catalyst degradation, and therefore, improves the catalytic process. (C) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:17 / 21
页数:5
相关论文
共 34 条
  • [1] ON PREPARATION OF METALLOPORPHYRINS
    ADLER, AD
    LONGO, FR
    KAMPAS, F
    KIM, J
    [J]. JOURNAL OF INORGANIC & NUCLEAR CHEMISTRY, 1970, 32 (07): : 2443 - &
  • [2] MECHANISM OF MANGANESE PORPHYRIN-CATALYZED OXIDATION OF ALKENES - ROLE OF MANGANESE(IV) OXO SPECIES
    ARASASINGHAM, RD
    HE, GX
    BRUICE, TC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (18) : 7985 - 7991
  • [3] INVESTIGATION ON FACTORS RULING CATALYTIC EFFICIENCY AND CHEMICAL-STABILITY OF MN(III) PORPHYRINS IN HOCL OLEFIN EPOXIDATION - CONDITIONS FOR PRACTICAL APPLICATION
    BANFI, S
    MONTANARI, F
    QUICI, S
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (08) : 1850 - 1859
  • [4] BANFI S, 1990, RECL TRAV CHIM PAY B, V109, P117
  • [5] Iron polynitroporphyrins bearing up to eight β-nitro groups as interesting new catalysts for H2O2-dependent hydrocarbon oxidation:: unusual regioselectivity in hydroxylation of alkoxybenzenes
    Bartoli, JFO
    Le Barch, K
    Palacio, M
    Battioni, P
    Mansuy, D
    [J]. CHEMICAL COMMUNICATIONS, 2001, (18) : 1718 - 1719
  • [6] KINETICS OF THE DECOMPOSITION OF COPROHEME COMPOUND-I IN AQUEOUS-SOLUTION
    BRETSCHER, KR
    JONES, P
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1988, (09): : 2273 - 2278
  • [7] COOMAN JP, 2000, J AM CHEM SOC, V122, P11098
  • [8] Stability of various metalloporphyrin catalysts during hydrogen peroxide epoxidation of alkene
    Cunningham, ID
    Danks, TN
    Hay, JN
    Hamerton, I
    Gunathilagan, S
    Janczak, C
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2002, 185 (1-2) : 25 - 31
  • [9] Evidence for parallel destructive, and competitive epoxidation and dismutation pathways in metalloporphyrin-catalysed alkene oxidation by hydrogen peroxide
    Cunningham, ID
    Danks, TN
    Hay, JN
    Hamerton, I
    Gunathilagan, S
    [J]. TETRAHEDRON, 2001, 57 (31) : 6847 - 6853
  • [10] Kinetics and mechanism of the hydrogen peroxide oxidation of a pentafluorophenyl-substituted iron(III) porphyrin
    Cunningham, ID
    Danks, TN
    O'Connell, KTA
    Scott, PW
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1999, (10): : 2133 - 2139