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

Mehdi Rashvand Avei, Angel Kaifer

Research output: Contribution to journalArticle

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Abstract

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.

Original languageEnglish (US)
Pages (from-to)8590-8597
Number of pages8
JournalJournal of Organic Chemistry
Volume82
Issue number16
DOIs
StatePublished - Aug 18 2017

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Communication
Macrocyclic Compounds
Methylene Chloride
Discrete Fourier transforms
benzoquinone
acetonitrile

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

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abstract = "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.",
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AB - 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.

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