Electron-transfer reactions and conformational changes associated with the reduction of 2,3,2′3′-dibenzo-7,7′-dimethylbianthrone and 5,6,5′,6′-dibenzo-2,2′-dimethylbianthrone

Tomokazu Matsue, Dennis H. Evans, I. Agranat

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

The electrochemical reduction of the title compounds, I and II respectively, was investigated by cyclic voltammetry in dimethylformamide as solvent. Each was shown to behave as do other bianthrones for which large differences in the reactivity of A and B conformations is observed. The A form is reduced to B2- in an ECE process and on the return scan B2- is oxidized sequentially and reversibly to B- and B. The B form can be detected on the third half cycle but its conversion back to A causes diminution of its reduction peak permitting evaluation of kBA, the rate constant for the B→A conversion. For I, kBA was 50 s-1 at 293 K whereas for II it was 4.5 s-1. The activation enthalpy for the reaction of I was found to be 67.8 kJ/mol and ΔS is 18 J/K mol. A second reduction peak observed in an earlier study of I is suggested to have been caused by an impurity which served as a homogeneous redox catalyst.

Original languageEnglish
Pages (from-to)137-143
Number of pages7
JournalJournal of Electroanalytical Chemistry
Volume163
Issue number1-2
DOIs
Publication statusPublished - 1984 Mar 23
Externally publishedYes

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemical Engineering(all)
  • Electrochemistry

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