Photo- and radiation-chemical formation and electrophilic and electron transfer reactivities of enolether radical cations in aqueous solution
In aqueous solution, enolether radical cations (EE.+) were generated by photoionization (?≤222 nm) or by electron transfer to radiation-chemically produced oxidizing radicals. Like other radical cations, the EE.+ exhibit electrophilic reactivity with respect to nucleophiles such as water or phosphat...
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| Main Authors: | , , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
30 October 2001
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| In: |
Chemistry - a European journal
Year: 2001, Volume: 7, Issue: 21, Pages: 4640-4650 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/1521-3765(20011105)7:21<4640::AID-CHEM4640>3.0.CO;2-E |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/1521-3765(20011105)7:21<4640::AID-CHEM4640>3.0.CO;2-E Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/1521-3765%2820011105%297%3A21%3C4640%3A%3AAID-CHEM4640%3E3.0.CO%3B2-E 
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| Author Notes: | Klaus Bernhard, Judith Geimer, Moises Canle-Lopez, Johannes Reynisson, Dieter Beckert, Rolf Gleiter, and Steen Steenken |
MARC
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| 245 | 1 | 0 | |a Photo- and radiation-chemical formation and electrophilic and electron transfer reactivities of enolether radical cations in aqueous solution |c Klaus Bernhard, Judith Geimer, Moises Canle-Lopez, Johannes Reynisson, Dieter Beckert, Rolf Gleiter, and Steen Steenken |
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| 520 | |a In aqueous solution, enolether radical cations (EE.+) were generated by photoionization (?≤222 nm) or by electron transfer to radiation-chemically produced oxidizing radicals. Like other radical cations, the EE.+ exhibit electrophilic reactivity with respect to nucleophiles such as water or phosphate as well as electron transfer reactivity, for example, towards one-electron reductants such as phenols, amines, vitamins C and E, and guanine nucleosides. The reactivity of these electron donors with the radical cation of cis-1,2-dimethoxyethene.+ (DME.+) can be described by the Marcus equation with the reorganization energy ?=16.5 kcal?mol?1. By equilibrating DME.+ with the redox standard 1,2,4-trimethoxybenzene, the reduction potential of DME.+ is determined to be 1.08±0.02 V/NHE. The oxidizing power of the radical cation of 2,3-dihydrofuran, which can be considered a model for the enolether formed on strand breakage of DNA, is estimated to be in the range 1.27?1.44 V/NHE. | ||
| 650 | 4 | |a density functional calculations | |
| 650 | 4 | |a DNA | |
| 650 | 4 | |a electron paramagnetic resonance | |
| 650 | 4 | |a ionization potential | |
| 650 | 4 | |a photoionization | |
| 650 | 4 | |a redox potential | |
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