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

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2003年 / 201卷 / 1-2期

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.

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页码：9 / 22

页数：14

相关论文

共 35 条

[1] ON PREPARATION OF METALLOPORPHYRINS [J].

ADLER, AD ;

LONGO, FR ;

KAMPAS, F ;

KIM, J .

JOURNAL OF INORGANIC & NUCLEAR CHEMISTRY, 1970, 32 (07) :2443-&

[2] Oxidation of α-alkylbenzyl alcohols catalysed by 5,10,15,20-tetrakis(pentafluorophenyl)porphyrin iron(III) chloride.: Competition between C-H and C-C bond cleavage [J].

Baciocchi, E ;

Belvedere, S ;

Bietti, M .

TETRAHEDRON LETTERS, 1998, 39 (26) :4711-4714

[3] FORMATION OF QUINONES IN THE IRON PORPHYRIN-CATALYZED OXIDATION OF BENZENE AND ALKYLBENZENES BY MAGNESIUM MONOPEROXYPHTHALATE [J].

BACIOCCHI, E ;

LANZALUNGA, O ;

LAPI, A .

TETRAHEDRON LETTERS, 1995, 36 (20) :3547-3548

[4] New manganese β-polynitroporphyrins as particularly efficient catalysts for biomimetic hydroxylation of aromatic compounds with H2O2 [J].

Bartoli, JF ;

Mouries-Mansuy, V ;

Le Barch-Ozette, K ;

Palacio, M ;

Battioni, P ;

Mansuy, D .

CHEMICAL COMMUNICATIONS, 2000, (10) :827-828

[5] MONOOXYGENASE-LIKE OXIDATION OF HYDROCARBONS BY H2O2 CATALYZED BY MANGANESE PORPHYRINS AND IMIDAZOLE - SELECTION OF THE BEST CATALYTIC-SYSTEM AND NATURE OF THE ACTIVE OXYGEN SPECIES [J].

BATTIONI, P ;

RENAUD, JP ;

BARTOLI, JF ;

REINAARTILES, M ;

FORT, M ;

MANSUY, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (25) :8462-8470

[6]

Buchler J. W., 1978, PORPHYRINS, V1, P398

[7] Oxidation of alkanes by Ph4PHSO5 catalyzed by manganese(III) porphyrins.: A study of the factors determining alcohol and ketone formation [J].

Cagnina, A ;

Campestrini, S ;

Di Furia, F ;

Ghiotti, P .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1998, 130 (03) :221-231

[8] A mechanistic study on oxidation of benzylic alcohols with PPh4HSO5 catalysed by manganese(III) porphyrins in homogeneous solution [J].

Campestrini, S ;

Cagnina, A .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 150 (1-2) :77-86

[9] Oxidation of natural compounds catalyzed by Mn(III) porphyrin complexes [J].

Cavaleiro, JAS ;

Nascimento, GMSFC ;

Neves, MGPMS ;

Pinto, MT ;

Silvestre, AJD ;

Vicente, MGH .

TETRAHEDRON LETTERS, 1996, 37 (11) :1893-1896

[10] OXYGENATION OF STYRENE BY CYTOCHROME-P-450 MODEL SYSTEM - A MECHANISTIC STUDY [J].

COLLMAN, JP ;

KODADEK, T ;

BRAUMAN, JI .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (10) :2588-2594

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