THE FUNCTIONALIZATION OF SATURATED-HYDROCARBONS .25. IONIC SUBSTITUTION-REACTIONS IN GOAGG(IV) CHEMISTRY - THE FORMATION OF CARBON-HALOGEN BONDS

被引：15

作者：

BARTON, DHR

BEVIERE, SD

CHAVASIRI, W

机构：

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

来源：

TETRAHEDRON | 1994年 / 50卷 / 01期

基金：

美国国家科学基金会;

关键词：

GIF SYSTEMS; SELECTIVE FUNCTIONALIZATION; IRON CATALYST; CHLORINATION REACTION; BROMINATION REACTION;

D O I：

10.1016/S0040-4020(01)80735-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

GoAgg(IV) chemistry (Fe (III) species, tert-butyl hydroperoxide in a mixture of pyridine and acetic acid) in the presence of LiCl can transform saturated hydrocarbons efficiently into the corresponding alkyl chlorides. The transformation into monosubstituted alkyl derivatives by ''ionic trapping'' reagents arising from the interception of the first intermediate of the system supports the presence of a high valent (V)Fe-C species. Mechanistic studies suggest a possible pathway operating Wa an Fe-centered ligand coupling. In addition, the production of alkyl chlorides and alkyl bromides could also be achieved employing this system in the presence of halogenating reagents such as CCl4 and BrCCl3.

引用

页码：31 / 46

页数：16

共 56 条

[11] THE FUNCTIONALIZATION OF SATURATED-HYDROCARBONS .23. GIF-TYPE BROMINATION AND CHLORINATION OF SATURATED-HYDROCARBONS - A NONRADICAL REACTION [J].