METAL-ASSISTED REACTIONS .21. EPOXIDATION OF ALKENES CATALYZED BY MANGANESE-PORPHYRINS - THE EFFECTS OF VARIOUS OXIDATIVELY-STABLE LIGANDS AND BASES

被引：51

作者：

GONSALVES, AMDR

JOHNSTONE, RAW

PEREIRA, MM

机构：

[1] UNIV LIVERPOOL,DEPT CHEM,LIVERPOOL L69 3BX,ENGLAND

[2] UNIV COIMBRA,DEPT QUIM,P-3000 COIMBRA,PORTUGAL

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 03期

关键词：

D O I：

10.1039/p19910000645

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Porphyrin-catalysed epoxidation of alkenes with hydrogen peroxide has been shown to occur in the presence of non-oxidisable ligands and bases whereas previous work has suffered from destruction of base and ligand with concomitant excessive use of oxidant. The advantageous use of adducts of hydrogen peroxide is described.

引用

收藏

页码：645 / 649

页数：5

相关论文

共 23 条

[1] INVESTIGATION ON FACTORS RULING CATALYTIC EFFICIENCY AND CHEMICAL-STABILITY OF MN(III) PORPHYRINS IN HOCL OLEFIN EPOXIDATION - CONDITIONS FOR PRACTICAL APPLICATION [J].

BANFI, S ;

MONTANARI, F ;

QUICI, S .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (08) :1850-1859

[2] 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

[3] METAL-ASSISTED REACTIONS .20. CATALYTIC TRANSFER HYDROGENOLYSIS OF PHENOLIC C-O BONDS [J].

BRIGAS, AF ;

JOHNSTONE, RAW .

TETRAHEDRON LETTERS, 1990, 31 (40) :5789-5790

[4]

BRUICE TC, 1988, ALDRICHIM ACTA, V21, P87

[5] EPOXIDATION OF OLEFINS BY CYTOCHROME-P-450 MODEL COMPOUNDS - KINETICS AND STEREOCHEMISTRY OF OXYGEN ATOM TRANSFER AND ORIGIN OF SHAPE SELECTIVITY [J].

COLLMAN, JP ;

BRAUMAN, JI ;

MEUNIER, B ;

HAYASHI, T ;

KODADEK, T ;

RAYBUCK, SA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (07) :2000-2005

[6] COMPARISON OF THE ROLES OF WATER AND CROWN ETHER WITH RESPECT TO THE WITTIG REACTION IN HETEROGENEOUS MEDIUM - LIQUID-SOLID 2 PHASE SYSTEMS [J].

DELMAS, M ;

LEBIGOT, Y ;

GASET, A .

TETRAHEDRON LETTERS, 1980, 21 (50) :4831-4834

[7] METALLOPORPHYRIN-CATALYSED EPOXIDATION OF TERMINAL ALIPHATIC OLEFINS WITH HYPOCHLORITE SALTS OR POTASSIUM HYDROGEN PERSULFATE [J].

DEPOORTER, B ;

MEUNIER, B .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (11) :1735-1740

[8] HYDROXYLATION AND EPOXIDATION CATALYZED BY IRON-PORPHINE COMPLEXES - OXYGEN-TRANSFER FROM IODOSYLBENZENE [J].

GROVES, JT ;

NEMO, TE ;

MYERS, RS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (04) :1032-1033

[9] IN THE PRESENCE OF IMIDAZOLE, IRON-PORPHYRINS AND MANGANESE-PORPHYRINS CATALYZE THE EPOXIDATION OF ALKENES BY ALKYL HYDROPEROXIDES [J].

MANSUY, D ;

BATTIONI, P ;

RENAUD, JP .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (19) :1255-1257

[10] CYTOCHROME-P-450 AND SYNTHETIC MODELS [J].

MANSUY, D .

PURE AND APPLIED CHEMISTRY, 1987, 59 (06) :759-770