Vlivy substituentů na redukci 3,6-disubstituovaných 4-amino-1,2,4-triazin-5-(4H)-onů

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F04%3A00000235" target="_blank" >RIV/61388955:_____/04:00000235 - isvavai.cz</a>

Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

Substituent Effects on Reduction of Some 3,6-Disubstituted-4-amino-1,2,4-triazin-5-(4H)-ones

Popis výsledku v původním jazyce

In all studied 4-amino-1,2,4-triazin-5-ones the 1,6-C=N bond is electrochemically reduced at potentials by about 0.5 V more positive than the bond 2,3-N=C in these compounds. The reduction of the protonated form of the 1,6-C=N bond occurs in 3-methyl-6-phenyl (1), 3-methylmercapto-6-tert.-butyl (11) and 3-methyl-6-tert.-butyl (V) derivatives in a single two-electron step, whereas in the 3-phenyl-6-methyl (III) and 3,6-diphenyl (IV) derivatives the 1,6-C=N double bond can be reduced in two one-electron steps. The reduction of the unprotonated form of these compounds occurs at potentials by 0.15V to 0.30V more negative in a pH-independent wave corresponding to a one-electron transfer to the 1,6-C=N bond. The reduction of the protonated form of 2,3-N=C bond occurs in all studied compounds in a single two-electron step. The reduction of the 1,6-C=N bond in compounds I, II and IV is considerably affected by covalent hydration. Dehydration of the resulting species is acid catalyzed.

Název v anglickém jazyce

Substituent Effects on Reduction of Some 3,6-Disubstituted-4-amino-1,2,4-triazin-5-(4H)-ones

Popis výsledku anglicky

In all studied 4-amino-1,2,4-triazin-5-ones the 1,6-C=N bond is electrochemically reduced at potentials by about 0.5 V more positive than the bond 2,3-N=C in these compounds. The reduction of the protonated form of the 1,6-C=N bond occurs in 3-methyl-6-phenyl (1), 3-methylmercapto-6-tert.-butyl (11) and 3-methyl-6-tert.-butyl (V) derivatives in a single two-electron step, whereas in the 3-phenyl-6-methyl (III) and 3,6-diphenyl (IV) derivatives the 1,6-C=N double bond can be reduced in two one-electron steps. The reduction of the unprotonated form of these compounds occurs at potentials by 0.15V to 0.30V more negative in a pH-independent wave corresponding to a one-electron transfer to the 1,6-C=N bond. The reduction of the protonated form of 2,3-N=C bond occurs in all studied compounds in a single two-electron step. The reduction of the 1,6-C=N bond in compounds I, II and IV is considerably affected by covalent hydration. Dehydration of the resulting species is acid catalyzed.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CF - Fyzikální chemie a teoretická chemie

OECD FORD obor

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Projekt

<a href="/cs/project/KSK4040110" target="_blank" >KSK4040110: Teoretické základy chemických reakcí a procesů</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2004

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Chemia Analityczna

ISSN

0009-2223

e-ISSN

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Svazek periodika

49

Číslo periodika v rámci svazku

6

Stát vydavatele periodika

PL - Polská republika

Počet stran výsledku

16

Strana od-do

777-792

Kód UT WoS článku

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EID výsledku v databázi Scopus

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