Nitro group as a redox switch in urea-based receptors of anions.

Kód výsledku v IS VaVaI

RIV/67985858:_____/21:00547278 - isvavai.cz

Nalezeny alternativní kódy

RIV/61388955:_____/21:00548169 RIV/60461373:22340/21:43923360

Výsledek na webu

http://hdl.handle.net/11104/0324172

DOI - Digital Object Identifier

10.1016/j.jelechem.2021.115816

Jazyk výsledku

angličtina

Název v původním jazyce

Nitro group as a redox switch in urea-based receptors of anions.

Popis výsledku v původním jazyce

A nitro group was used as an electrochemical binding/release switch in urea-based receptors for anions. The oxidized and reduced forms of the receptors were thoroughly studied, evaluating the impact of structural features on the binding affinity upon redox modification. In the case of a nitro group in the p- position to the urea moiety, the association constant of the oxidized form is up to 80 times higher than the value measured for the reduced form. The possible application of such an anion binding affinity switch was tested electrochemically in reduction of the nitro group up to the hydroxylamine stage. The presence of acidic urea protons induces a three-step auto-protonation mechanism, however, the complexation of dihydrogen phosphate prevents the urea proton dissociation, which leads to a standard two-step reduction process. Taking advantage of redox-sensitive NO2 chromophore, the whole process was also monitored using spectroelectrochemical measurements.

Název v anglickém jazyce

Nitro group as a redox switch in urea-based receptors of anions.

Popis výsledku anglicky

A nitro group was used as an electrochemical binding/release switch in urea-based receptors for anions. The oxidized and reduced forms of the receptors were thoroughly studied, evaluating the impact of structural features on the binding affinity upon redox modification. In the case of a nitro group in the p- position to the urea moiety, the association constant of the oxidized form is up to 80 times higher than the value measured for the reduced form. The possible application of such an anion binding affinity switch was tested electrochemically in reduction of the nitro group up to the hydroxylamine stage. The presence of acidic urea protons induces a three-step auto-protonation mechanism, however, the complexation of dihydrogen phosphate prevents the urea proton dissociation, which leads to a standard two-step reduction process. Taking advantage of redox-sensitive NO2 chromophore, the whole process was also monitored using spectroelectrochemical measurements.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10405 - Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis)

Projekt

GA20-07833S: Nové nanomateriály pro separaci aniontů

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2021

Kód důvěrnosti údajů

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

Název periodika

Journal of Electroanalytical Chemistry

ISSN

1572-6657

e-ISSN

1873-2569

Svazek periodika

902

Číslo periodika v rámci svazku

1 DEC

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

6

Strana od-do

115816

Kód UT WoS článku

000718944400005

EID výsledku v databázi Scopus

2-s2.0-85118347385