One electron vs. two electron electrochemical and chemical oxidation of electron-donor substituted diketo-pyrrolo-pyrroles

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F13%3A39896191" target="_blank" >RIV/00216275:25310/13:39896191 - isvavai.cz</a>
Alternative codes found
RIV/61388955:_____/13:00394518
Result on the web
<a href="http://dx.doi.org/10.1016/j.electacta.2013.05.106" target="_blank" >http://dx.doi.org/10.1016/j.electacta.2013.05.106</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.electacta.2013.05.106" target="_blank" >10.1016/j.electacta.2013.05.106</a>

Result language
angličtina
Original language name
One electron vs. two electron electrochemical and chemical oxidation of electron-donor substituted diketo-pyrrolo-pyrroles
Original language description
Electrochemical and chemical (using FeCl3) oxidation reactions of a series of eight N,N'-dialkylated soluble diketo-pyrrolo-pyrrole dyes (DPPs) substituted by electron donating and/or electron withdrawing groups were investigated electrochemically and byUV-vis spectrometry and the results were rationalized by DFT calculations. Influence of substituents on HOMO and LUMO energies as well as on the electron transfer mechanism was followed. Destabilization of HOMO by two piperidino-substituents in 3,6-diphenyl-DPP 5 enabled to observe a potential inversion in electrochemical oxidation of this derivative, when a two-electron oxidation occurs leading directly to a dication, whereas other DPPs are oxidized first in a one-electron transfer to a radical cation. In chemical oxidation with FeCl3 the radical cation is produced by two mechanisms: either directly (standard reaction) or in the case of 5 by a comproportionation reaction of neutral molecule and its dication. Using mutual comparison of
Czech name
—
Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CG - Electrochemistry
OECD FORD branch
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Project
<a href="/en/project/EE2.3.30.0021" target="_blank" >EE2.3.30.0021: Strenthening of Research and Development Teams at the University of Pardubice</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach

Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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