Palladium-catalyzed oxidation of primary alcohols:: Highly selective direct synthesis of acetals

被引：32

作者：

Bueno, Aline C. ^{[1
]}

Goncalves, Jose A. ^{[1
]}

Gusevskaya, Elena V. ^{[1
]}

机构：

[1] Univ Fed Minas Gerais, Dept Quim, BR-31270901 Belo Horizonte, MG, Brazil

来源：

APPLIED CATALYSIS A-GENERAL | 2007年 / 329卷

关键词：

palladium; dioxygen; oxidation; primary alcohols; acetals;

D O I：

10.1016/j.apcata.2007.06.008

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：

Selective direct synthesis of symmetric acetals through a tandem aerobic oxidation-acetalization of primary alcohols, using a chloride-free Pd(OAc)(2)/Cu(OAc)(2)/p-TsOH system as an efficient bifunctional catalyst, has been developed. The reactions occur in neat alcohols with no use of other solvent under mild conditions (50-80 degrees C, 1-10 atm). p-Toluenesulfonic acid exerts a great accelerative and catalyst stabilizing effect, showing a synergism with Cu(OAc)(2). Bimetallic Pd-Cu catalysis is suggested in these reactions. Under similar conditions, a secondary alcohol, propanol-2, reacts more slowly giving mainly acetone. Conventional palladium catalytic systems, such as PdCl2/CuCl2, Pd(OAc)(2)/LiNO3, and Pd(OAc)(2)/Pyridine, showed no or very low activity in the oxidation of neat n-butanol. (c) 2007 Published by Elsevier B.V.

引用

页码：1 / 6

页数：6

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