BENZENE-RING FLIPPING IN SYN[2.2]METACYCLOPHANES - EFFECT OF SUBSTITUENTS

被引：5

作者：

ITO, S

NAKASATO, Y

HIOKI, H

NAGAKU, M

KAN, Y

FUKAZAWA, Y

机构：

[1] TOKUSHIMA BUNRI UNIV,FAC PHARMACEUT SCI,TOKUSHIMA 770,JAPAN

[2] HIROSHIMA UNIV,FAC SCI,DEPT CHEM,HIROSHIMA 724,JAPAN

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 23期

关键词：

D O I：

10.1016/S0040-4039(00)79230-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

5-Formyl-13-methyl- and 5,13-diformyl-syn[2.2]metacyclophanes were synthesized. Their electronic spectra, DELTAH(not-equal) for their benzene ring flipping, and the result of molecular orbital calculations were compared with those of the 5,13-dimethyl derivative, with the conclusion that Coulombic repulsion between two benzene rings is the major factor controlling the stability of syn conformers.

引用

页码：3789 / 3792

页数：4

共 6 条

[1] [2.2.2] (1,3,5) CYCLOPHANE AND ITS DERIVATIVES - EXTREME EXAMPLE OF FACE-TO-FACE CROWDING OF AROMATIC RINGS [J].