Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Through-Space Communication Effects on the Electrochemical Reduction of Partially Oxidized Pillar[5]arenes Containing Variable Numbers of Quinone Units

Through-Space Communication Effects on the Electrochemical Reduction of Partially Oxidized Pillar[5]arenes Containing Variable Numbers of Quinone Units
Angel E. Kaifer, Mehdi Rashvand Avei
The electrochemical reduction of five partially oxidized pillar[5]arenes containing variable numbers (1–5) of quinone units was investigated in acetonitrile and dichloromethane solutions. The cathodic voltammetric behavior of all the macrocyclic compounds containing two or more quinone units indicates the existence of detectable levels of electronic communication between them. We have also investigated these compounds and their reduced forms using DFT computations. Our computational results indicate the presence of through-space communication between quinone units.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01366

DOI: 10.1021/acs.joc.7b01366

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