PALLADIUM(II)-CATALYZED OXYGENATION OF THE CARBON-CARBON DOUBLE-BOND BY MOLECULAR-OXYGEN - A PROBE FOR INVOLVEMENT OF A PALLADIUM HYDROPEROXIDE SPECIES

被引：30

作者：

HOSOKAWA, T

NAKAHIRA, T

TAKANO, M

MURAHASHI, SI

机构：

[1] Department of Chemistry, Faculty of Engineering Science, Osaka University, Toyonaka, Osaka, 560, Machikaneyama

来源：

JOURNAL OF MOLECULAR CATALYSIS | 1992年 / 74卷 / 1-3期

关键词：

D O I：

10.1016/0304-5102(92)80266-J

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Terminal alkenes such as 1-decene were oxygenated to methyl ketones under atmospheric pressure of O2, when a catalyst system of PdCl2(MeCN)2, CuCl and HMPA was used in anhydrous 1,2-dichloroethane. With this catalyst system, silyl enol ethers can be converted to enones. In contrast, O-atom transfer from O2 occurs With siloxydienes to afford alpha-hydroxyenones. Use of HMPA is essential to promote these reactions. Involvement of a Pd-OOH species coupled with both copper salt and HMPA accounts for the present oxygenation.

引用

页码：489 / 498

页数：10

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