COMPETITIVE CYCLOADDITION AND ENE-TYPE REACTIONS . MECHANISM OF REACTION OF BICYCLO[2.1.0]PENTANE WITH ELECTRON-DEFICIENT ACETYLENES

被引：33

作者：

GASSMAN, PG

MANSFIEL.KT

机构：

[1] Department of Chemistry, Ohio State University, Columbus

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1968年 / 90卷 / 06期

关键词：

D O I：

10.1021/ja01008a021

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Rate studies of the addition of electron-deficient acetylene to bicyclo[2.1.0]pentane have provided data which are most consistent with the formation of a diradical intermediate. In particular, rate measurements in benzene, ethyl acetate, and acetonitrile showed a negligible solvent effect, the total change in relative rates being less than a factor of 2. More important, the product ratio was independent of solvent polarity. These results are discussed in relation to the classical cycloaddition and ene-type reactions. © 1968, American Chemical Society. All rights reserved.

引用

页码：1524 / &

共 27 条

[1] Absorption of maleic acid-anhydride and azodicarbon acid-ester in simple unsaturated carbohydrogens. Information on the substitution processes in the allyl position. [J].