SOLVENT EFFECT IN PERICYCLIC-REACTIONS .9. THE ENE REACTION

被引：53
作者：
DESIMONI, G
FAITA, G
RIGHETTI, PP
SFULCINI, A
TSYGANOV, D
机构：
[1] Dipartimento di Chimica Organica, Università di Pavia, 27100 Pavia
来源：
TETRAHEDRON | 1994年 / 50卷 / 06期
关键词：
D O I：
10.1016/S0040-4020(01)80854-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The solvent effect on the ene reactions of diethylazodicarboxylate and triazolindione was determined in 18 and 16 solvents respectively. The first enophile gives a solvent effect that depends on solvent acidity (type a solvent effect), while in the second reaction the significant solvent effect is the result of the nucleophilic character of the solvent (type b solvent effect). These are the same solvent behaviours observed in the analogous Diels-Alder cycloadditions, and evidence of the close parallel between these two pericyclic reactions was produced by determining the effect of inorganic perchlorates on their rates.
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页码：1821 / 1832
页数：12
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