INTERFACIAL ACTIVITY OF QUATERNARY-SALTS AS A GUIDE TO CATALYTIC PERFORMANCE IN PHASE-TRANSFER CATALYSIS

被引:50
作者
MASON, D [1 ]
MAGDASSI, S [1 ]
SASSON, Y [1 ]
机构
[1] HEBREW UNIV JERUSALEM,CASALI INST APPL CHEM,IL-91904 JERUSALEM,ISRAEL
关键词
D O I
10.1021/jo00296a030
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The phase transfer catalyzed ethylation of deoxybenzoin has been studied in several solvents, using symmetrical quaternary ammonium bromides as catalysts. In all cases the reactivity passed through a maximum as the size of the catalyst increased. The catalysts were also found to reduce the interfacial tension between the phases. This effect also passing through a maximum as a function of catalyst size. A correlation was observed between the two parameters, such that those catalysts reducing interfacial tension most markedly were also the best catalysts. Therefore, interfacial tension can be a guide to catalytic activity in certain PTC systems. © 1990, American Chemical Society. All rights reserved.
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收藏
页码:2714 / 2717
页数:4
相关论文
共 6 条
[1]   HYDROXIDE ION INITIATED REACTIONS UNDER PHASE-TRANSFER CATALYSIS CONDITIONS .4. EFFECT OF CATALYST STRUCTURE [J].
HALPERN, M ;
SASSON, Y ;
RABINOVITZ, M .
TETRAHEDRON, 1982, 38 (21) :3183-3187
[2]   2-PHASE REACTIONS IN CHEMISTRY OF CARBANIONS AND HALOCARBENES - USEFUL TOOL IN ORGANIC SYNTHESIS [J].
MAKOSZA, M .
PURE AND APPLIED CHEMISTRY, 1975, 43 (3-4) :439-462
[3]  
MAKOSZA M, 1977, TETRAHEDRON LETT, V2, P1983
[4]   HYDROXIDE ION INITIATED REACTIONS UNDER PHASE-TRANSFER CATALYSIS CONDITIONS - MECHANISMS AND IMPLICATIONS [J].
RABINOVITZ, M ;
COHEN, Y ;
HALPERN, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (11) :960-970
[5]   HETEROGENEOUS ETHYLATION OF PHENYLACETONITRILE [J].
SOLARO, R ;
DANTONE, S ;
CHIELLINI, E .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (21) :4179-4183