Oxidation of alkylaromatics with hydrogen peroxide catalysed by manganese(III) porphyrins in the presence of ammonium acetate

被引:95
作者
Rebelo, SLH [1 ]
Simoes, MMQ [1 ]
Neves, MGPMS [1 ]
Cavaleiro, JAS [1 ]
机构
[1] Univ Aveiro, Dept Chem, P-3810193 Aveiro, Portugal
关键词
manganese(III) porphyrin; oxidation; hydrogen peroxide; toluene; ethylbenzene; cumene; ammonium acetate;
D O I
10.1016/S1381-1169(03)00149-3
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 oxidation of toluene (1), ethylbenzene (2) and cumene (3) with hydrogen peroxide, in the presence of several manganese(III) porphyrins with electron-withdrawing substituents, was studied using ammonium acetate as a co-catalyst. All products were characterised and their formation was justified by studying the oxidation of primary precursors, under the same conditions. The formation of the nitrate compounds was shown to be dependent on the presence of ammonium acetate. The oxidation of cumene and ethylbenzene afford products resulting from dehydrogenation reactions. (C) 2003 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:9 / 22
页数:14
相关论文
共 35 条
[21]   Sequential addition of H2O2, pH and solvent effects as key factors in the oxidation of 2,4,6-trichlorophenol catalyzed by iron tetrasulfophthalocyanine [J].
Hadasch, A ;
Sorokin, A ;
Rabion, A ;
Meunier, B .
NEW JOURNAL OF CHEMISTRY, 1998, 22 (01) :45-51
[22]  
HUDLICKY M, 1990, OXIDATIONS ORGANIC C, P99
[23]   Desaturation reactions catalyzed by soluble methane monooxygenase [J].
Jin, Y ;
Lipscomb, JD .
JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2001, 6 (07) :717-725
[24]   Oxidation of unsaturated monoterpenes with hydrogen peroxide catalysed by manganese(III) porphyrin complexes [J].
Martins, RRL ;
Neves, MGPMS ;
Silvestre, AJD ;
Simoes, MMQ ;
Silva, AMS ;
Tomé, AC ;
Cavaleiro, JAS ;
Tagliatesta, P ;
Crestini, C .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 172 (1-2) :33-42
[25]   Oxidation of aromatic monoterpenes with hydrogen peroxide catalysed by Mn(III) porphyrin complexes [J].
Martins, RRL ;
Neves, MGPMS ;
Silvestre, AJD ;
Silva, AMS ;
Cavaleiro, JAS .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 137 (1-3) :41-47
[26]  
Meunier B., 2000, PORPHYRIN HDB, V4
[27]   Efficient oxygenation of hydrocarbons with tetrabutylammonium monopersulfate catalyzed by manganese meso-tetraphenylporphyrin in the presence of imidazole [J].
Mohajer, D ;
Rezaeifard, A .
TETRAHEDRON LETTERS, 2002, 43 (10) :1881-1884
[28]   A VERY EFFICIENT SYSTEM FOR ALKENE EPOXIDATION BY HYDROGEN-PEROXIDE - CATALYSIS BY MANGANESE-PORPHYRINS IN THE PRESENCE OF IMIDAZOLE [J].
RENAUD, JP ;
BATTIONI, P ;
BARTOLI, JF ;
MANSUY, D .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (13) :888-889
[29]   Cleaner industrial processes using hydrogen peroxide [J].
Sanderson, WR .
PURE AND APPLIED CHEMISTRY, 2000, 72 (07) :1289-1304
[30]   Synthesis, spectral and electrochemical properties of donor/acceptor substituted fluoroarylporphyrins [J].
Sen, A ;
Krishnan, V .
TETRAHEDRON LETTERS, 1996, 37 (30) :5421-5424