PREPARATION AND APPLICATION OF 4'-CARBOXYBENZO-15-CROWN-5, A DRIFT-TYPE CROWN-ETHER PHASE-TRANSFER CATALYST

被引：7

作者：

CHOU, MS ^{[1
]}

SHIH, JS ^{[1
]}

机构：

[1] NATL TAIWAN NORMAL UNIV, DEPT CHEM, TAIPEI 11718, TAIWAN

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1994年 / 72卷 / 07期

关键词：

D O I：

10.1139/v94-202

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new ''drift-type'' crown ether phase transfer catalyst, 4'-carboxybenzo-15-crown-5 adsorbed on poly(styrene/divinylbenzene)-NR(2) resin, was synthesized and applied to catalyze the oxidation of benzhydrol with NaMNO(4) as an oxidant. Before the reaction, the drift-type crown ether catalyst was adsorbed on the resin with ion-pair (resin-NR(2)H(+-)O(2)C-monobenzo-15-crown-5) formation. During the reaction period the crown ether catalyst was released from the resin into the reaction solution as a homogeneous catalyst by adjusting the acidity of the solution to 10(-1) M HCl to destroy the ion pair between the catalyst and the resin. After the reaction, the crown ether catalyst could be readsorbed on the resin by adjusting the concentration of HCl to 10(-5) M acid could be readily recovered by filtration. The catalyst, 4'-carboxybenzo-15-crown-5, was found to be a more effective catalyst than other crown ethers, such as 15-crown-5, 18-crown-6, monobenzo-1 5-crown-5, and dibenzo-18-crown-5.

引用

页码：1614 / 1620

页数：7