Electroreduction of Aromatic Oximes: Diprotonation, Adsorption, Imine Formation, and Substituent Effect
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F06%3A00016920" target="_blank" >RIV/60461373:22310/06:00016920 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Alternative languages
Result language
angličtina
Original language name
Electroreduction of Aromatic Oximes: Diprotonation, Adsorption, Imine Formation, and Substituent Effect
Original language description
Aromatic oximes are reduced in aqueous solution in a four-electron process. The reducible species in the pH range 5-8 is a diprotonated form of the oxime. This species is generated in the course of electrolysis in the vicinity of the electrode surface from the adsorbed neutral form of the oxime. The reduction is initiated by a cleavage of the N-O bond. The diprotonation facilitates the reduction process by the preformation of OH2 + as a good leaving group and by a positive charge on the azomethine nitrogen. Diprotonation has been proven based on shapes of i ) f(pH) plots, by observed shifts of half-wave potentials with pH and by comparison with the reduction of nitrones. Some observed deviations from theoretical i ) f(pH) plots were attributed to the role of adsorption on the rate of protonation. Adsorption is also responsible for dips on some of the i-E curves. Adsorption plays a role at concentrations as low as 1 10-5 M, when the electrode surface is still not fully covered. This ind
Czech name
Elektroredukce aromatických oximů: protonace, absorpce, tvorba iminů a substituční efekty
Czech description
Byla studována redukce aromatických oximů ve vodných roztocích při různých hodnotách pH. Byl studován vliv substituentů na redukční potenciál.
Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
<a href="/en/project/GA203%2F01%2F1093" target="_blank" >GA203/01/1093: The effect of electron distribution on the oxime reactivity towards esters</a><br>
Continuities
Z - Vyzkumny zamer (s odkazem do CEZ)
Others
Publication year
2006
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
JOURNAL OF PHYSICAL CHEMISTRY B
ISSN
1520-6106
e-ISSN
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Volume of the periodical
110
Issue of the periodical within the volume
3
Country of publishing house
US - UNITED STATES
Number of pages
12
Pages from-to
6785-6796
UT code for WoS article
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EID of the result in the Scopus database
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