Anion recognition using meta-substituted ureidocalix[4]arene receptors

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F24%3A00599919" target="_blank" >RIV/61388955:_____/24:00599919 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/67985858:_____/24:00600604 RIV/60461373:22310/24:43930889

Výsledek na webu

<a href="https://hdl.handle.net/11104/0357328" target="_blank" >https://hdl.handle.net/11104/0357328</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/d4ob01441c" target="_blank" >10.1039/d4ob01441c</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Anion recognition using meta-substituted ureidocalix[4]arene receptors

Popis výsledku v původním jazyce

Calix[4]arenes bearing urea units at the meta position(s) of the upper rim of the macrocyclic skeleton were prepared by the reaction of the corresponding amines with aryl isocyanates. As shown by the H-1 NMR and UV/vis titration experiments, these systems are capable of effectively complexing selected anions even in a highly competitive environment (such as DMSO-d(6)). While the monoureido derivatives showed approximately the same complexation ability irrespective of the substitution (para vs. meta isomers), the bisureas at the upper rim demonstrated interesting differences in complexation. The meta,meta and para,para isomers were shown to prefer 2 : 1 complexes (anion : receptor) regardless of the anion tested, while the analogous meta,para isomer formed 1 : 1 complexes with strongly coordinated anions (e.g. H2PO4-) based on synchronous complexation by both ureido groups. This suggests that the regioselective introduction of urea units into the upper rim of calix[4]arene brings with it the possibility of ´´tuning´´ the complexation properties depending on the substitution pattern of the functional groups.

Název v anglickém jazyce

Anion recognition using meta-substituted ureidocalix[4]arene receptors

Popis výsledku anglicky

Calix[4]arenes bearing urea units at the meta position(s) of the upper rim of the macrocyclic skeleton were prepared by the reaction of the corresponding amines with aryl isocyanates. As shown by the H-1 NMR and UV/vis titration experiments, these systems are capable of effectively complexing selected anions even in a highly competitive environment (such as DMSO-d(6)). While the monoureido derivatives showed approximately the same complexation ability irrespective of the substitution (para vs. meta isomers), the bisureas at the upper rim demonstrated interesting differences in complexation. The meta,meta and para,para isomers were shown to prefer 2 : 1 complexes (anion : receptor) regardless of the anion tested, while the analogous meta,para isomer formed 1 : 1 complexes with strongly coordinated anions (e.g. H2PO4-) based on synchronous complexation by both ureido groups. This suggests that the regioselective introduction of urea units into the upper rim of calix[4]arene brings with it the possibility of ´´tuning´´ the complexation properties depending on the substitution pattern of the functional groups.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2024

Kód důvěrnosti údajů

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

Název periodika

Organic & Biomolecular Chemistry

ISSN

1477-0520

e-ISSN

1477-0539

Svazek periodika

22

Číslo periodika v rámci svazku

43

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

10

Strana od-do

8669-8678

Kód UT WoS článku

001331669600001

EID výsledku v databázi Scopus

2-s2.0-85206557610