RING HYDROXYLATIONS OF AROMATIC AMINO-ACID DERIVATIVES AND TOLUENE BY HYDROGEN-PEROXIDE CATALYZED BY MANGANESE HALOGENATED PORPHYRINS IN CH2CL2/H2O AND LIPID BILAYERS

被引：12

作者：

IIDA, K

NANGO, M

OKADA, K

MATSUMOTO, S

MATSUURA, M

YAMASHITA, K

TSUDA, K

KURONO, Y

KIMURA, Y

机构：

[1] NAGOYA INST TECHNOL, DEPT APPL CHEM, SHOWA KU, NAGOYA, AICHI 466, JAPAN

[2] NAGOYA CITY UNIV, FAC PHARMACEUT SCI, DEPT PHARMACEUT, MIZUHO KU, NAGOYA, AICHI 467, JAPAN

[3] IHARA CHEM IND CO LTD, FUJIKAWA, SHIZUOKA 42133, JAPAN

来源：

CHEMISTRY LETTERS | 1994年 / 07期

关键词：

D O I：

10.1246/cl.1994.1307

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Manganese fluorinated porphyrins catalyzed the ring hydroxylation of phenylalanine derivatives and toluene with H2O2 and an enhanced hydroxylation was observed especially in phospholipid bilayers when imidazole was present. The hydroxylation depended upon the structures of porphyrins and substrates.

引用

收藏

页码：1307 / 1310

页数：4

相关论文

共 15 条

[1] HEMIN-MEDIATED PARA-HYDROXYLATION OF ANILINE - A POTENTIAL MODEL FOR OXYGEN ACTIVATION AND INSERTION REACTIONS OF MIXED-FUNCTION OXIDASES [J].

ADAMS, PA ;

BERMAN, MC .

JOURNAL OF INORGANIC BIOCHEMISTRY, 1982, 17 (01) :1-14

[2] MECHANISM OF MANGANESE PORPHYRIN-CATALYZED OXIDATION OF ALKENES - ROLE OF MANGANESE(IV) OXO SPECIES [J].

ARASASINGHAM, RD ;

HE, GX ;

BRUICE, TC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (18) :7985-7991

[3] CATALASE MODELING .2. DYNAMICS OF REACTION OF A WATER-SOLUBLE AND NON-MU-OXO DIMER FORMING MANGANESE(III) PORPHYRIN WITH HYDROGEN-PEROXIDE [J].

BALASUBRAMANIAN, PN ;

SCHMIDT, ES ;

BRUICE, TC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (25) :7865-7873

[4] HYDROGEN-PEROXIDE OXYGENATION OF ALKANES CATALYZED BY MANGANESE(III)-TETRAARYLPORPHYRINS - THE REMARKABLE CO-CATALYTIC EFFECT OF LIPOPHILIC CARBOXYLIC-ACIDS AND HETEROCYCLIC BASES [J].

BANFI, S ;

MAIOCCHI, A ;

MOGGI, A ;

MONTANARI, F ;

QUICI, S .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (24) :1794-1796

[5] NEW MANGANESE TETRAKIS(HALOGENOARYL)PORPHYRINS FEATURING STERICALLY HINDERING ELECTRONEGATIVE SUBSTITUENTS - SYNTHESIS OF HIGHLY STABLE CATALYSTS IN OLEFIN EPOXIDATION [J].

BANFI, S ;

MONTANARI, F ;

QUICI, S .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (12) :2863-2866

[6] BIOMIMETIC MODELS OF CYTOCHROME-P-450 - A DOUBLY TAILED MANGANESE(III) TETRAARYL PORPHYRIN - AN EXTREMELY EFFICIENT CATALYST FOR HYDROCARBON OXYGENATIONS PROMOTED BY 30-PERCENT H2O2 [J].

BANFI, S ;

LEGRAMANDI, F ;

MONTANARI, F ;

POZZI, G ;

QUICI, S .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (18) :1285-1287

[7] HYDROXYLATION OF LINEAR ALKANES CATALYZED BY IRON PORPHYRINS - PARTICULAR EFFICACY AND REGIOSELECTIVITY OF PERHALOGENATED PORPHYRINS [J].

BARTOLI, JF ;

BRIGAUD, O ;

BATTIONI, P ;

MANSUY, D .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (06) :440-442

[8] 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

[9] BIOMIMETIC HYDROXYLATION OF AROMATIC-COMPOUNDS - HYDROGEN-PEROXIDE AND MANGANESE-POLYHALOGENATED PORPHYRINS AS A PARTICULARLY GOOD SYSTEM [J].

CARRIER, MN ;

SCHEER, C ;

GOUVINE, P ;

BARTOLI, JF ;

BATTIONI, P ;

MANSUY, D .

TETRAHEDRON LETTERS, 1990, 31 (46) :6645-6648

[10]

LINDSAYSMITH JR, 1982, J CHEM SOC P2, P1009