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.

引用

页码：1821 / 1832

页数：12

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