KINETIC-STUDY ON THE HYDROLYSIS OF THIAZOLIUM CATIONS

被引:6
作者
BARRABASS, S
HEIBERLANGER, I
KNOCHE, W
机构
[1] Fakultät für Chemie, Universität Bielefeld
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1994年 / 01期
关键词
D O I
10.1039/p29940000131
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Using the stopped-flow technique the hydrolysis of ten differently substituted thiazolium cations has been studied. For all compounds the hydrolysis follows the same reaction scheme leading to a ring-opened anion. A pseudo base, the protonated pseudo base and the protonated ring-opened anion exist as intermediates. Rate and equilibrium constants were determined for the different steps involved in the reaction.
引用
收藏
页码:131 / 134
页数:4
相关论文
共 11 条
[1]  
BARRABASS S, 1992, THESIS BIELEFELD
[3]   Preparation of o-aminobenzyl and beta-aminoethyl thiazolium salts [J].
Clarke, HT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1944, 66 :652-652
[4]  
Davies, 1962, ION ASS
[5]   REVERSIBLE HYDROLYSIS OF THE 3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CATION IN AQUEOUS-SOLUTION [J].
HEIBERLANGER, I ;
WINTER, I ;
KNOCHE, W .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1992, (09) :1551-1557
[6]  
HEIBERLANGER I, 1990, THESIS BIELEFELD
[7]  
Robinson R.A., 1959, ELECTROLYTE SOLUTION
[8]  
STETTER H, 1976, ANGEW CHEM, V88, P685
[9]   THIAZOLIUM C(2)-PROTON EXCHANGE - ISOTOPE EFFECTS, INTERNAL RETURN, AND A SMALL INTRINSIC BARRIER [J].
WASHABAUGH, MW ;
JENCKS, WP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (02) :683-692
[10]   THIAZOLIUM C(2)-PROTON EXCHANGE - STRUCTURE REACTIVITY CORRELATIONS AND THE PKA OF THIAMIN C(2)-H REVISITED [J].
WASHABAUGH, MW ;
JENCKS, WP .
BIOCHEMISTRY, 1988, 27 (14) :5044-5053