THE MECHANISM OF INTERACTION OF TRIPLET 3-METHYLCYCLOHEX-2-EN-1-ONE WITH MALEODINITRILE AND FUMARODINITRILE - EVIDENCE FOR DIRECT FORMATION OF TRIPLET 1,4-BIRADICALS IN [2 + 2] PHOTOCYCLO-ADDITIONS WITHOUT THE INTERMEDIACY OF EXCIPLEXES

被引：15

作者：

SCHUSTER, DI

HEIBEL, GE

WONING, J

机构：

[1] New York University, Faculty of Arts and Science, Department of Chemistry, New York, New York

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1991年 / 30卷 / 10期

关键词：

D O I：

10.1002/anie.199113451

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Alkene-enone exciplexes can be excluded as intermediates in the [2 + 2] cycloaddition of fumarodinitrile and triplet 3-methylcyclohex-2-en-1-one. Instead, the experimental results demonstrate that the triplet 1,4-diradical intermediate 1 is favored, which rapidly forms an equilibrium mixture of rotamers about the newly formed single bond before reacting to form the corresponding cycloadducts.

引用

页码：1345 / 1348

页数：4

共 19 条

[1]

BALDWIN SW, 1981, ORG PHOTOCHEM, V5, P123

[2]

BAUSLAUGH PG, 1970, SYNTHESIS-STUTTGART, P287

[3]

CARLESS HAJ, 1986, PHOTOCHEMISTRY ORGAN, P95

[4] STUDY OF PHOTOCHEMICAL REACTIONS OF 2-CYCLOHEXENONES WITH SUBSTITUTED OLEFINS [J].