Electrochemistry of potential bioreductive alkylating quinones: Part 2. Electrochemical properties of 2,5-bis(1-aziridinyl)-3,6-bis(ethoxycarbonylamino)-1,4-benzoquinone and some model compounds

R.J. Driebergen, J.J.M. Holthuis, J.S. Blauw, S.J. Postma Kelder, W. Verboom, D.N. Reinhoudt, W.E. van der Linden

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Abstract

The reduction mechanism of 2,5-bis(1-aziridinyl)-3,6-bis(ethoxycarbonylamino)-1,4-benzoquinone (Diaziquone, AZQ) and several model compounds of the mono- and bis(1-aziridinyl)quinone type at the dropping mercury electrode in aqueous solutions was studied. In addition, the influence of methyl substitution of the aziridinyl moiety at the 2-position on the protonation of the aziridine nitrogen was investigated. Substituent effects on quinone reduction and aziridine protonation prior to and following quinone reduction were studied qualitatively.
Original languageEnglish
Pages (from-to)285-307
JournalAnalytica chimica acta
Volume234
DOIs
Publication statusPublished - 1990

Keywords

  • Controlled potential electrolysis
  • Aziridinylquinones
  • Bis(1-aziridinyl)bis(ethoxycarbonylamino)-benzoquinone
  • Quinones

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