Simultaneous Detection of Cu2+ and Hg2+ via Two Mutually Independent Sensing Pathways of Biimidazole Push-Pull Dye

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F19%3A39914556" target="_blank" >RIV/00216275:25310/19:39914556 - isvavai.cz</a>

Výsledek na webu

<a href="https://pubs.acs.org/doi/10.1021/acs.joc.8b02591" target="_blank" >https://pubs.acs.org/doi/10.1021/acs.joc.8b02591</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.joc.8b02591" target="_blank" >10.1021/acs.joc.8b02591</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Simultaneous Detection of Cu2+ and Hg2+ via Two Mutually Independent Sensing Pathways of Biimidazole Push-Pull Dye

Popis výsledku v původním jazyce

An easy-to-synthesize, biimidazole push-pull dye has been designed, comprising two mutually independent analyte binding sites. It has been found that Hg2+ coordinates with the compound via thiophene residue and inhibits the charge-transfer (CT) process, which transforms the yellow-colored solution colorless. On the other hand, an unusually large bathochromic shift is observed in CT band upon addition of Cu2+, accompanied by a change in the color from yellow to red. A rather surprising observation is made from mechanistic studies, where it indicates that Cu2+ catalyzes the formation of 6-imino-5,6-dihydropyrrolo[3,4-d]imidazole-4(3H)-one (IPIMO) derivative. This strongly affects the charge-transfer state of the compound as well as its polarizability. Most importantly, this is the first report where IPIMO formation reaction has been exploited for sensing of a metal ion. Further, the system was employed for screening of both of these metal ions in wastewater samples. Recovery values ranging from 93.3 to 105.0% confirm the suitability of the present method for estimating trace level of metal ions in complex matrices. In addition, inexpensive on-site detection systems were developed using paper strips.

Název v anglickém jazyce

Simultaneous Detection of Cu2+ and Hg2+ via Two Mutually Independent Sensing Pathways of Biimidazole Push-Pull Dye

Popis výsledku anglicky

An easy-to-synthesize, biimidazole push-pull dye has been designed, comprising two mutually independent analyte binding sites. It has been found that Hg2+ coordinates with the compound via thiophene residue and inhibits the charge-transfer (CT) process, which transforms the yellow-colored solution colorless. On the other hand, an unusually large bathochromic shift is observed in CT band upon addition of Cu2+, accompanied by a change in the color from yellow to red. A rather surprising observation is made from mechanistic studies, where it indicates that Cu2+ catalyzes the formation of 6-imino-5,6-dihydropyrrolo[3,4-d]imidazole-4(3H)-one (IPIMO) derivative. This strongly affects the charge-transfer state of the compound as well as its polarizability. Most importantly, this is the first report where IPIMO formation reaction has been exploited for sensing of a metal ion. Further, the system was employed for screening of both of these metal ions in wastewater samples. Recovery values ranging from 93.3 to 105.0% confirm the suitability of the present method for estimating trace level of metal ions in complex matrices. In addition, inexpensive on-site detection systems were developed using paper strips.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2019

Kód důvěrnosti údajů

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

Název periodika

Journal of Organic Chemistry

ISSN

0022-3263

e-ISSN

—

Svazek periodika

84

Číslo periodika v rámci svazku

4

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

10

Strana od-do

"1787–1796"

Kód UT WoS článku

000459367100011

EID výsledku v databázi Scopus

2-s2.0-85061549955