Preparation and Supramolecular Properties of Ligands with (2-(1-Adamantyl)Ethyl)Imidazolium Binding Site
Identifikátory výsledku
Kód výsledku v IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F70883521%3A28110%2F13%3A43870134" target="_blank" >RIV/70883521:28110/13:43870134 - isvavai.cz</a>
Výsledek na webu
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DOI - Digital Object Identifier
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Alternativní jazyky
Jazyk výsledku
angličtina
Název v původním jazyce
Preparation and Supramolecular Properties of Ligands with (2-(1-Adamantyl)Ethyl)Imidazolium Binding Site
Popis výsledku v původním jazyce
As it has been recently demonstrated, adamantane based cationic ligands display ultrahigh affinity towards cucurbit uril. Our ongoing research aimed at describing of supramolecular binding properties of diverse adamantane-based ligands led us to preparea series of imidazolium salts with adamantane moiety linked to the imidazolium cation with ethylene spacer. Commercial 1-adamantylacetic acid was transformed via sequential reduction, Appel reaction and nucleophilic substitution to imidazole intermediate. Final quarternization was performed following previously published procedure. Complexes of prepared imidazolium salts with CB6, CB7 and -cyclodextrin were studied in solution as well as in the gas phase. Inter alia, in the comparison with the adamantylmethylimidazolium, the adamantylethylimidazolium binding site was found to have slightly higher affinity towards CB7 with association constant in order of 1012?1013 M-1.
Název v anglickém jazyce
Preparation and Supramolecular Properties of Ligands with (2-(1-Adamantyl)Ethyl)Imidazolium Binding Site
Popis výsledku anglicky
As it has been recently demonstrated, adamantane based cationic ligands display ultrahigh affinity towards cucurbit uril. Our ongoing research aimed at describing of supramolecular binding properties of diverse adamantane-based ligands led us to preparea series of imidazolium salts with adamantane moiety linked to the imidazolium cation with ethylene spacer. Commercial 1-adamantylacetic acid was transformed via sequential reduction, Appel reaction and nucleophilic substitution to imidazole intermediate. Final quarternization was performed following previously published procedure. Complexes of prepared imidazolium salts with CB6, CB7 and -cyclodextrin were studied in solution as well as in the gas phase. Inter alia, in the comparison with the adamantylmethylimidazolium, the adamantylethylimidazolium binding site was found to have slightly higher affinity towards CB7 with association constant in order of 1012?1013 M-1.
Klasifikace
Druh
O - Ostatní výsledky
CEP obor
CC - Organická chemie
OECD FORD obor
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Návaznosti výsledku
Projekt
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Návaznosti
S - Specificky vyzkum na vysokych skolach
Ostatní
Rok uplatnění
2013
Kód důvěrnosti údajů
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů