Chiral anion recognition using calix[4]arene-based ureido receptors in a 1,3-alternate conformation

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F20%3A43921077" target="_blank" >RIV/60461373:22310/20:43921077 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/67985858:_____/20:00535708

Výsledek na webu

<a href="https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-16-249.pdf" target="_blank" >https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-16-249.pdf</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.3762/bjoc.16.249" target="_blank" >10.3762/bjoc.16.249</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Chiral anion recognition using calix[4]arene-based ureido receptors in a 1,3-alternate conformation

Popis výsledku v původním jazyce

The introduction of chiral alkyl substituents into the lower rim of calix[4]arene immobilised in the 1,3-alternate conformation led to a system possessing a preorganised ureido cavity hemmed with chiral alkyl units in the near proximity. As shown by the H-1 NMR titration experiments, these compounds can be used as receptors for chiral anions in DMSO-d(6). The chiral recognition ability can be further strengthened by the introduction of another chiral moiety directly onto the urea N atoms. The systems with double chiral units being located around the binding ureido cavity showed better stereodiscrimination, with the highest selectivity factor being 3.33 (K-L/K-D) achieved for N-acetyl-L-phenylalaninate. The structures of some receptors were confirmed by single crystal X-ray analysis.

Název v anglickém jazyce

Chiral anion recognition using calix[4]arene-based ureido receptors in a 1,3-alternate conformation

Popis výsledku anglicky

The introduction of chiral alkyl substituents into the lower rim of calix[4]arene immobilised in the 1,3-alternate conformation led to a system possessing a preorganised ureido cavity hemmed with chiral alkyl units in the near proximity. As shown by the H-1 NMR titration experiments, these compounds can be used as receptors for chiral anions in DMSO-d(6). The chiral recognition ability can be further strengthened by the introduction of another chiral moiety directly onto the urea N atoms. The systems with double chiral units being located around the binding ureido cavity showed better stereodiscrimination, with the highest selectivity factor being 3.33 (K-L/K-D) achieved for N-acetyl-L-phenylalaninate. The structures of some receptors were confirmed by single crystal X-ray analysis.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

<a href="/cs/project/GA20-07833S" target="_blank" >GA20-07833S: Nové nanomateriály pro separaci aniontů</a><br>

Návaznosti

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

Rok uplatnění

2020

Kód důvěrnosti údajů

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

Název periodika

Beilstein Journal of Organic Chemistry

ISSN

1860-5397

e-ISSN

—

Svazek periodika

16

Číslo periodika v rámci svazku

neuveden

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

9

Strana od-do

2999-3007

Kód UT WoS článku

000598575900001

EID výsledku v databázi Scopus

2-s2.0-85099218964