SYNTHESIS, SPECTRAL STUDIES AND C-S BOND FISSION THROUGH PUMMERER REACTION OF SOME ALKYL[(SUBSTITUTED BENZYLIDENE)DITHIO]DIACETATES

被引:1
作者
GOHAR, GA
机构
[1] Chemistry Department, Faculty of Science, Alexandria University, Alexandria 21321, P. O. 426, Ibrahimia
来源
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1993年 / 79卷 / 1-4期
关键词
BENZYLIDENE DITHIO DIACETATES; H-1 NMR SPECTRA; PUMMERER REACTION;
D O I
10.1080/10426509308034410
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of methyl and ethyl[(substituted benzylidene)dithio]diacetates have been synthesized and their structures were identified. Correlation between delta-values of the benzylidene protons and sigma-Hammett values has been found. The internal chemical shift DELTAnu of the methylene protons was found to be correlated linearly with sigma-Hammett constants indicating that the sulfur atom could transmit a polar effect to the substituent. Studies of H2O2 oxidation suggested that a competition between Pummerer and elimination reactions of the intermediate was involved.
引用
收藏
页码:171 / 178
页数:8
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