THE THIAZOLIUM CATALYZED BENZOIN CONDENSATION WITH MILD BASE DOES NOT INVOLVE A DIMER INTERMEDIATE

被引:80
作者
BRESLOW, R
KIM, R
机构
[1] Department of Chemistry, Columbia University New York
关键词
D O I
10.1016/S0040-4039(00)75794-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Kinetic studies show that the benzoin condensation catalyzed by 3,4,5-trimethylthiazolium iodide and triethylamine in DMSO has a transition state with two benzaldehyde and one thiazolium;components, while the conversion of nitrobenzaldehyde to the thiazolium adduct is kinetically first order in thiazolium salt and aldehyde. These findings exclude proposals that thiazolium dimers are the true catalytic species.
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页码:699 / 702
页数:4
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