The functionalization of saturated hydrocarbons .39. Further evidence for the role of the iron-carbon bond in Gif chemistry

被引：14

作者：

Barton, DHR

Salgueiro, MC

MacKinnon, J

机构：

[1] Department of Chemistry, Texas A and M University, College Station

[2] Departamento de Quimica, Universitat de Girona, 17071, Girona, Placa Hospital

来源：

TETRAHEDRON | 1997年 / 53卷 / 22期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4020(97)00447-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The functionalization of saturated hydrocarbons utilizing the Gif oxidation system is considered to occur via an intermediate containing an Fe-C bond. Iodine and iodide ion have been found to capture efficiently the Fe-C bond to give the corresponding alkyl iodide in both the Fe-II-Fe-IV and Fd(III)-Fe-V manifolds. This trapping of the Fe-C bond in both manifolds is shown to be non-radical in nature. (C) 1997 Elsevier Science Ltd.

引用

页码：7417 / 7428

页数：12

共 18 条

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[4] DETECTION OF CYCLOHEXYL HYDROPEROXIDE AS AN INTERMEDIATE IN GIF TYPE OXIDATION OF CYCLOHEXANE TO CYCLOHEXANONE USING C-13 NMR-SPECTROSCOPY
BARTON, DHR
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[6] The selective functionalization of saturated hydrocarbons .32. Distinction between the Fe-II-Fe-IV and Fe-III-Fe-V manifolds in Gif chemistry. The importance of carboxylic acids for alkane activation. Evidence for a dimeric iron species involved in Gif-type chemistry
Barton, DHR
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[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1996, (06): : 1031 - 1041
[7] The selective functionalization of saturated hydrocarbons .33. Further reactions which take place in the Fe-II-Fe-IV manifold.
Barton, DHR
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[J]. TETRAHEDRON, 1996, 52 (31) : 10287 - 10300
[8] The importance of pyridine complexation on selective oxidation within the Fe(III)-Fe(V) manifold in Gif chemistry.
Barton, DHR
Hu, B
Li, TS
MacKinnon, J
[J]. TETRAHEDRON LETTERS, 1996, 37 (46) : 8329 - 8332
[9] THE SELECTIVE FUNCTIONALIZATION OF SATURATED-HYDROCARBONS - GIF CHEMISTRY
BARTON, DHR
DOLLER, D
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1992, 25 (11) : 504 - 512
[10] Catalysis of the oxidation of triphenylphosphine and of trimethyl phosphite by hydrogen peroxide in the presence of Fe-III compounds
Barton, DHR
Hill, DR
Hu, B
[J]. TETRAHEDRON LETTERS, 1997, 38 (10) : 1711 - 1712

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