Palladium-Catalysed Oxidation of Bicycle Monoterpenes by Hydrogen Peroxide in Acetonitrile Solutions: A Metal Reoxidant-Free and Environmentally Benign Oxidative Process

被引：21
|
作者：
de Oliveira, Alexandre Almeida [1 ]
da Silva, Milene Lopes [1 ]
da Silva, Marcio Jose [1 ]
机构：
[1] Univ Fed Vicosa, Dept Chem, BR-36570000 Vicosa, MG, Brazil
来源：
CATALYSIS LETTERS | 2009年 / 130卷 / 3-4期
关键词：
Palladium; Catalytic oxidation; Monoterpenes; Hydrogen peroxide; AEROBIC OXIDATION; ALPHA-PINENE; MOLECULAR-OXYGEN; WACKER OXIDATION; BETA-PINENE; ALCOHOLS; DIOXYGEN; LIMONENE; HYDROCARBONS; TEMPERATURE;
D O I：
10.1007/s10562-009-9970-6
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：
Currently, the oxidative transformations of natural olefins are complicated for competitive reactions such as isomerization, skeletal rearrangements and nucleophilic addition. These concurrent reactions are promoted by metal reoxidant, normally a Lewis acid, and by protic solvent. In this article, the oxidation of terpenes, namely camphene, beta-pinene, alpha-pinene and 3-carene were performed in PdCl2/H2O2/CH3CN system. This metal reoxidant-free system showed highly efficient, especially on camphene and beta-pinene oxidation, which resulted in the selective conversion of these substrates into epoxy-derivates and allylic oxidation products, respectively. Additionally, the effects of the principal reactional parameters such as the peroxide/catalyst and substrate/catalyst molar ratio were also investigated.
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页码：424 / 431
页数：8
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