SUBSTITUENT EFFECTS IN CONCERTED REACTIONS - NON-LINEAR FREE-ENERGY RELATIONSHIP FOR THE 3,3-SHIFT AND THE DIELS-ALDER REACTION

被引：46

作者：

GAJEWSKI, JJ

机构：

[1] Department of Chemistry, Indiana University, Bloomington

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1979年 / 101卷 / 15期

关键词：

D O I：

10.1021/ja00509a067

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Prediction of absolute rate constants for and substituent effects on concerted pericyclic reactions is useful in synthesis. However, a Hammett LFER approach is inappropriate since transition-state structure can change dramatically with substituents. For instance, the transition-state structure in 3,3 shifts of variously substituted 1,5-hexadienes as deduced from secondary deuterium isotope effects varies substantially between the nonconcerted alternatives resulting from either C3C4bond breaking or C1C6bond making. © 1979, American Chemical Society. All rights reserved.

引用

页码：4393 / 4394

页数：2

共 20 条

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