The electrochemistry of arylated anthraquinones in room temperature ionic liquids

Alicia Gomis-Berenguer, Maria Gõmez-Mingot, Leticia García-Cruz, Thies Thiemann, Craig E. Banks, Vicente Montiel, Jesús Iniesta

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

Arylated anthraquinone derivatives of different sizes and different π-basicities have been prepared, and the electrochemical behaviour of these substances has been studied on screen printed graphite electrodes in the three room temperature ionic liquids (RTILs), 1-butyl-3-methylimidazolium hexafluorophosphate ([C4MIM][PF6]), 1-hexyl-3- methylimidazolium hexafluorophosphate ([C6MIM][PF6]) and 1-octyl-3-methylimidazolium hexafluorophosphate ([C8MIM][PF 6]). Half redox potentials for the first and second one electron reduction waves were identified, and the diffusion coefficient values were estimated from cyclic voltammetry measurements. The influence of the nature of the RTIL and of the substitution pattern of the anthraquinone on the solvodynamic radii were studied. A correlation of the reductive potentials with the corresponding Hammett constants of the substituents was tested.

Original languageEnglish
Pages (from-to)367-375
Number of pages9
JournalJournal of Physical Organic Chemistry
Volume26
Issue number4
DOIs
Publication statusPublished - Apr 2013

Keywords

  • arylated anthraquinones
  • electron transfer
  • quinone
  • room temperature ionic liquid
  • screen printed graphite electrodes
  • solvodynamic radii

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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