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

doi:10.1016/S0003-2670(00)83570-9

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

Research output: Contribution to journal › Article › Academic

26 Citations (Scopus)

170 Downloads (Pure)

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 language	English
Pages (from-to)	285-307
Journal	Analytica chimica acta
Volume	234
DOIs	https://doi.org/10.1016/S0003-2670(00)83570-9
Publication status	Published - 1990

Keywords

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

Access to Document

10.1016/S0003-2670(00)83570-9

Driebergen90electro2Final published version, 1.27 MB

Cite this

Driebergen, R. J., Holthuis, J. J. M., Blauw, J. S., Postma Kelder, S. J., Verboom, W., Reinhoudt, D. N., & van der Linden, W. E. (1990). 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. Analytica chimica acta, 234, 285-307. https://doi.org/10.1016/S0003-2670(00)83570-9

@article{c49e503ced5f4c6988b97cb0494c870a,

title = "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",

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.",

keywords = "Controlled potential electrolysis, Aziridinylquinones, Bis(1-aziridinyl)bis(ethoxycarbonylamino)-benzoquinone, Quinones",

author = "R.J. Driebergen and J.J.M. Holthuis and J.S. Blauw and \{Postma Kelder\}, S.J. and W. Verboom and D.N. Reinhoudt and \{van der Linden\}, W.E.",

year = "1990",

doi = "10.1016/S0003-2670(00)83570-9",

language = "English",

volume = "234",

pages = "285--307",

journal = "Analytica chimica acta",

issn = "0003-2670",

publisher = "Elsevier",

}

Driebergen, RJ, Holthuis, JJM, Blauw, JS, Postma Kelder, SJ, Verboom, W , Reinhoudt, DN & van der Linden, WE 1990, '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', Analytica chimica acta, vol. 234, pp. 285-307. https://doi.org/10.1016/S0003-2670(00)83570-9

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. / Driebergen, R.J.; Holthuis, J.J.M.; Blauw, J.S. et al.
In: Analytica chimica acta, Vol. 234, 1990, p. 285-307.

Research output: Contribution to journal › Article › Academic

TY - JOUR

T1 - Electrochemistry of potential bioreductive alkylating quinones

T2 - Part 2. Electrochemical properties of 2,5-bis(1-aziridinyl)-3,6-bis(ethoxycarbonylamino)-1,4-benzoquinone and some model compounds

AU - Driebergen, R.J.

AU - Holthuis, J.J.M.

AU - Blauw, J.S.

AU - Postma Kelder, S.J.

AU - Verboom, W.

AU - Reinhoudt, D.N.

AU - van der Linden, W.E.

PY - 1990

Y1 - 1990

N2 - 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.

AB - 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.

KW - Controlled potential electrolysis

KW - Aziridinylquinones

KW - Bis(1-aziridinyl)bis(ethoxycarbonylamino)-benzoquinone

KW - Quinones

U2 - 10.1016/S0003-2670(00)83570-9

DO - 10.1016/S0003-2670(00)83570-9

M3 - Article

SN - 0003-2670

VL - 234

SP - 285

EP - 307

JO - Analytica chimica acta

JF - Analytica chimica acta

ER -

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

Abstract

Keywords

Access to Document

Fingerprint

Cite this