NEW MULTISITE PHASE-TRANSFER CATALYST FOR THE ADDITION OF DICHLOROCARBENE TO STYRENE

被引：37
作者：
BALAKRISHNAN, T
JAYACHANDRAN, JP
机构：
[1] Department of Physical Chemistry, University of Madras, Guindy Campus
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1995年 / 11期
关键词：
D O I：
10.1039/p29950002081
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The kinetics of dichlorocarbene addition to styrene has been studied under phase transfer catalytic conditions using aqueous sodium hydroxide as the base and 2-benzylidine-N,N,N,N',N',N'-hexaethylpropane-1,3-diammonium dichloride as a new 'multi-site' phase transfer catalyst. The reaction was carried out at 40 degrees C under pseudo-first order conditions by keeping aqueous sodium hydroxide and chloroform in excess and was monitored by GC. The effect of various experimental parameters on the rate of the reaction has been studied and based on the results obtained, a suitable mechanism is proposed.
引用
收藏
页码：2081 / 2085
页数：5
相关论文
共 23 条
[11]   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
[12]   HYDROXIDE ION INITIATED REACTIONS UNDER PHASE-TRANSFER CATALYSIS CONDITIONS .6. DEHYDROBROMINATION OF (2-BROMOETHYL)BENZENE VIA SLOW HYDROXIDE ION EXTRACTION [J].
HALPERN, M ;
SASSON, Y ;
RABINOVITZ, M .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (11) :2011-2012
[13]  
HALPERN M, 1981, TETRAHEDRON LETT, P1719
[14]  
Helfferich F.G., 1962, ION EXCHANGE
[15]   POLYMER-SUPPORTED MULTI-SITE PHASE-TRANSFER CATALYSTS [J].
IDOUX, JP ;
WYSOCKI, R ;
YOUNG, S ;
TURCOT, J ;
OHLMAN, C ;
LEONARD, R .
SYNTHETIC COMMUNICATIONS, 1983, 13 (02) :139-144
[16]  
Kirmse W., 1971, CARBENE CHEM
[17]  
MAKOSZA M, 1977, TETRAHEDRON LETT, P183
[18]   CATALYSIS IN 2-PHASE SYSTEMS - PHASE-TRANSFER AND RELATED PHENOMENA [J].
MAKOSZA, M ;
FEDORYNSKI, M .
ADVANCES IN CATALYSIS, 1987, 35 :375-422
[19]  
RABINOVITZ M, 1983, J ORG CHEM, V48, P1022
[20]   PHASE TRANSFER CATALYSIS - AMINE CATALYZED ALKYLATION [J].
REEVES, WP ;
HILBRICH, RG .
TETRAHEDRON, 1976, 32 (18) :2235-2237
123