Alkane oxygenation with H2O2 catalysed by FeCl3 and 2,2′-bipyridine

被引:41
作者
Shul'pin, GB
Golfeto, CC
Süss-Fink, G
Shul'pina, LS
Mandelli, D
机构
[1] Russian Acad Sci, NN Semenov Chem Phys Inst, Moscow 119991, Russia
[2] Pontificia Univ Catolica Campinas, Fac Quim, BR-13086900 Campinas, SP, Brazil
[3] Univ Neuchatel, Inst Chim, CH-2007 Neuchatel, Switzerland
[4] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
基金
俄罗斯基础研究基金会; 巴西圣保罗研究基金会;
关键词
alkanes; alkyl hydroperoxides; biomimetics; homogeneous catalysis; hydrogen peroxide; hydroperoxidation; iron complexes; oxygenation;
D O I
10.1016/j.tetlet.2005.05.007
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The H2O2-FeCl3-bipy system in acetonitrile efficiently oxidises alkanes predominantly to alkyl hydroperoxides. Turnover numbers attain 400 after 1 h at 60 degrees C. It has been assumed that bipy facilitates proton abstraction from a H2O2 molecule coordinated to the iron ion (these reactions are stages in the catalytic cycle generating hydroxyl radicals from the hydrogen peroxide). Hydroxyl radicals then attack alkane molecules finally yielding the alkyl hydroperoxide. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4563 / 4567
页数:5
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