A versatile cobalt(II)-Schiff base catalyzed oxidation of organic substrates with dioxygen: Scope and mechanism

被引：60

作者：

Punniyamurthy, T ^{[1
]}

Bhatia, B ^{[1
]}

Reddy, MM ^{[1
]}

Maikap, GC ^{[1
]}

Iqbal, J ^{[1
]}

机构：

[1] INDIAN INST TECHNOL,DEPT CHEM,KANPUR 208016,UTTAR PRADESH,INDIA

来源：

TETRAHEDRON | 1997年 / 53卷 / 22期

关键词：

D O I：

10.1016/S0040-4020(97)00432-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cobalt(II) complex 1a-f derived from Schiff bases act as efficient catalysts during the oxidation of wide range of organic substrates (e.g. alkenes, alcohols, benzylic compounds and aliphatic hydrocarbons) with dioxygen in the presence of aliphatic aldehydes or ketones or ketoesters. EPR studies on 1a-f complexes suggest that the aliphatic carbonyl compounds promote the formation of a cobalt(III)-superoxo species responsible for the oxidation of organic compounds. These studies also demonstrate the role of ligands on cobalt in controlling the chemoselectivity of these oxidations. A plausible mechanistic rational is also provided for these oxidations. (C) 1997 Elsevier Science Ltd.

引用

页码：7649 / 7670

页数：22

共 56 条

[1] THE TRANSITION-METAL NITRO-NITROSYL REDOX COUPLE - CATALYTIC-OXIDATION OF OLEFINS TO KETONES [J].

ANDREWS, MA ;

KELLY, KP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (10) :2894-2896

[2]

BACKVALL JE, 1979, J AM CHEM SOC, V101, P2411

[3] COBALT(II)-CATALYZED REACTION OF ALDEHYDES WITH ACETIC-ANHYDRIDE UNDER AN OXYGEN ATMOSPHERE - SCOPE AND MECHANISM [J].

BHATIA, B ;

PUNNIYAMURTHY, T ;

IQBAL, J .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) :5518-5523

[4] COBALT(II) CATALYZED REACTION OF ALKENES WITH ALIPHATIC-ALDEHYDES AND MOLECULAR-OXYGEN - SCOPE AND MECHANISM [J].

BHATIA, S ;

PUNNIYAMURTHY, T ;

BHATIA, B ;

IQBAL, J .

TETRAHEDRON, 1993, 49 (27) :6101-6122

[5] HIGHLY ENANTIOSELECTIVE, CATALYTIC EPOXIDATION OF TRISUBSTITUTED OLEFINS [J].

BRANDES, BD ;

JACOBSEN, EN .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (16) :4378-4380

[6]

Busetto C., 1971, INORG CHIM ACTA, V5, P129

[7]

CHENG CK, 1994, J AM CHEM SOC, V116, P12127

[8]

Cotton F.A., 1988, Advanced Inorganic Chemistry

[9]

DRAGO RS, 1985, J AM CHEM SOC, V107, P1898

[10]

EVANS G, 1959, J CHEM EDN, P241

← 1 2 3 4 5 6 →