Diastereoisomerism and electrochemical behaviour - An investigation of redox-active cyclophanes

被引:19
|
作者
Leitner, MB
Kreher, T
Sonnenschein, H
Costisella, B
Springer, J
机构
[1] INST ANGEW CHEM BERLIN ADLERSHOF,ABT ORGAN SYNTH,D-12484 BERLIN,GERMANY
[2] INST ANGEW CHEM BERLIN ADLERSHOF,ABT ANALYT,D-12484 BERLIN,GERMANY
[3] TECH UNIV BERLIN,INST TECH CHEM,INST MAKROMOLEK CHEM,D-10623 BERLIN,GERMANY
关键词
D O I
10.1039/a603333d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The influence of diastereoisomerism on the electrochemical behaviour of the atropisomeric cyclophanes la and Ib was found by cyclovoltammetric studies, Compound la can be oxidized and reduced reversibly in a two step redox process similar to that of model compound 2, In contrast, Ib shows a different electrochemistry, As a result of a detailed investigation of Ib a complex reaction scheme can be postulated starting with a chemical reaction after the first oxidation step, The special spatial situation in Ib makes possible this EC mechanism reaction, which does not occur in la or in unbridged biindolizines.
引用
收藏
页码:377 / 381
页数:5
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