Selective epoxidation of cyclohexene to cyclohexene oxide catalyzed by Keggin-type heteropoly compounds using anhydrous urea-hydrogen peroxide as oxidizing reagent and acetonitrile as the solvent

被引：75

作者：

Ding, Y

Gao, Q

Li, GX

Zhang, HP

Wang, JM

Yan, L

Suo, JS ^{[1
]}

机构：

[1] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China

[2] Chinese Acad Sci, Chengdu Organ Chem Co Ltd, Beijing 100864, Peoples R China

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2004年 / 218卷 / 02期

关键词：

epoxidation; cyclohexene; urea-hydrogen peroxide; Keggin-type heteropoly compounds; acetonitrile;

D O I：

10.1016/j.molcata.2004.04.019

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：

The epoxidation of cyclohexene catalyzed by Keggin-type heteropoly compounds (HPAs) were investigated using anhydrous urea-hydrogen peroxide adduct (UHP) as an oxidant and acetonitrile as a solvent. Among a series of Keggin-type heteropoly compounds, tris(cetylpyridinium) 12-tungstopbosphate (CWP) showed the highest activity. By optimizing the reaction conditions, 80% conversion of cyclohexene and 97% selectivity for cyclobexene oxide could be achieved in the UHP/CH3CN system. When aqueous 30% hydrogen peroxide (H2O2, HP) was used, the cyclohexene conversion and cyclohexene epoxide selectivity were inferior to those obtained with the UHP/CH3CN system. The reaction of UHP with CWP has been studied by UV-Vis and P-31 NMR spectroscopy, which has revealed that the Keggin-type heteropoly compounds CWP is degraded in the presence of excess UHP to form a considerable amount of phosphorus-containing species. (C) 2004 Elsevier B.V. All rights reserved.

引用

页码：161 / 170

页数：10

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