Nanosecond redox equilibrium method for determining oxidation potentials in organic media

G. Guirado Lopez, C.N. Fleming, T.G. Lingenfelter, M.L. Williams, H. Zuilhof, J.P. Dinnocenzo

Research output: Contribution to journalArticleAcademicpeer-review

37 Citations (Scopus)

Abstract

A general, nanosecond equilibrium method is described for determining thermodynamically meaningful oxidation potentials in organic media for compounds that form highly reactive cation radicals upon one-electron oxidation. The method provides oxidation potentials with unusually high precision and accuracy. Redox ladders have been constructed of appropriate reference compounds in dichloromethane and in acetonitrile that can be used to set up electron-transfer equilibria with compounds with unknown oxidation potentials. The method has been successfully applied to determining equilibrium oxidation potentials for a series of aryl-alkylcyclopropanes, whose oxidation potentials were imprecisely known previously. Structure-property trends for oxidation potentials of the cyclopropanes are discussed.
Original languageEnglish
Pages (from-to)14086-14094
JournalJournal of the American Chemical Society
Volume126
Issue number43
DOIs
Publication statusPublished - 2004

Keywords

  • electron-transfer reactions
  • arylcyclopropane cation radicals
  • ultrafast cyclic voltammetry
  • 3-electron s(n)2 reactions
  • carbon bond-cleavage
  • solvent purification
  • intrinsic barrier
  • ohmic drop
  • electrochemistry
  • photochemistry

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