Alkane oxygenation catalysed by gold complexes

被引：74

作者：

Shul'pin, GB ^{[1
]}

Shilov, AE

Süss-Fink, G

机构：

[1] Russian Acad Sci, Semenov Inst Chem Phys, Moscow 119991, Russia

[2] Univ Neuchatel, Inst Chim, CH-2000 Neuchatel, Switzerland

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 41期

基金：

俄罗斯基础研究基金会;

关键词：

alkanes alkyl hydroperoxides; biomimetics; gold complexes; homogeneous catalysis; hydrogen peroxide; hydroperoxidation; molecular oxygen; oxidation; oxygenation;

D O I：

10.1016/S0040-4039(01)01517-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Gold(III) and gold(I) complexes, NaAuCl4 and ClAuPPh3, efficiently catalyse the oxidation of alkanes by H2O2 in acetonitrile solution at 75 degreesC. Turnover numbers (TONs) attain 520 after 144 h. Alkyl hydroperoxides are the main products, whereas ketones (aldehydes) and alcohols are formed in smaller concentrations. It is suggested on the basis of the bond selectivity study that at least one of the pathways in Au-catalysed alkane hydroperoxidation does not involve the participation of free hydroxyl radicals. Possibly, the oxidation begins from the alkane hydrogen atom abstraction by a gold oxo species. The oxidation of cyclooctane by air at room temperature catalysed by NaAuCl4 in the presence of Zn/CH3COOH as a reducing agent and methylviologen as an electron-transfer agent gave cyclooctanol (TON = 10). (C) 2001 Published by Elsevier Science Ltd.

引用

页码：7253 / 7256

页数：4

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