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.
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页码:377 / 381
页数:5
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