CORRELATIONS OF RATE AND SELECTIVITY OF A DIELS-ALDER REACTION WITH SP PARAMETERS

被引:33
作者
CATIVIELA, C [1 ]
MAYORAL, JA [1 ]
AVENOZA, A [1 ]
PEREGRINA, JM [1 ]
ROY, MA [1 ]
机构
[1] COLEGIO UNIV LA RIOJA, DEPT QUIM ORGAN, LOGRONO, SPAIN
关键词
D O I
10.1002/poc.610030610
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The rate and endo/exo selectivity of the Diels–Alder reaction between cyclopentadiene and methyl (E)‐α‐cyanocinnamate at 25°C, in several acetone–water and 1,4‐dioxane–water mixtures, were measured. The linear correlations of log k and log(endo/exo) vs solvophobicity are reported. Correlations for selectivity are considerably improved when the results obtained in acetone–water and 1,4‐dioxane–water are taken as separate series. Copyright © 1990 John Wiley & Sons Ltd.
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收藏
页码:414 / 418
页数:5
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