THE BICYCLO[1.1.1]PENTANE FRAMEWORK - AN EXCELLENT RELAY FOR PI-SIGMA-CONJUGATION

被引:33
作者
GLEITER, R [1 ]
PFEIFER, KH [1 ]
SZEIMIES, G [1 ]
BUNZ, U [1 ]
机构
[1] UNIV MUNICH,INST ORGAN CHEM,W-8000 MUNICH 2,GERMANY
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1990年 / 29卷 / 04期
关键词
D O I
10.1002/anie.199004131
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photoelectron spectra of the bicyclo[1.1.1]pentanes 1 and 2 reveal a high degree of splitting (0.7 eV) between the π‐MOs of the ethynyl residues and the 4p orbitals of the bromine atoms, respectively. This is presumably due to strong interaction between the π systems and the σ system of the bicyclopentane framework. A similarly strong interaction has been demonstrated between the π and σ systems in 3. These observations are of considerable interest from the standpoint of the bicyclo[1.1.1]pentyl moiety serving as a potential subunit in the construction of oligomers and for promoting energy transfer over long molecular distances. (Figure Presented.) Copyright © 1990 by VCH Verlagsgesellschaft mbH, Germany
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页码:413 / 415
页数:3
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