Non-Covalently Stopped Rotaxanes Based on Bisimidazolium Salts and ?-Cyclodextrin

Kód výsledku v IS VaVaI

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Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

Non-Covalently Stopped Rotaxanes Based on Bisimidazolium Salts and ?-Cyclodextrin

Popis výsledku v původním jazyce

In recent supramolecular chemistry, systems exhibiting kinetically or thermodynamically driven, external stimuli responsive, self-sorting behavior have been extensively studied. In such host-guest systems, components with highly selective multiple binding epitopes play crucial role. As we were intrigued by the ultrastable complexes of adamantane derivatives with cucurbit[7]uril (CB7), we decided to synthesize a novel series of adamantane (Ad) terminated bisimidazolium salts with 4,4?-biphenyldiyl (BiPhe) centerpiece according to the previously published procedure and examine their binding ability towards CB7 and b-cyclodextrin (b-CD) in water solution. Our effort resulted to preparation of rotaxane aggregates in which the b-CD unit is interlocked at BiPhe binding site and stopped with two CB7 or b-CD at the Ad terminal sites (Figure 1). Interestingly, the binding strength of stoppers correlates with expected steric barrier of threading process, i.e. for locking of b-CD at more hindered

Název v anglickém jazyce

Non-Covalently Stopped Rotaxanes Based on Bisimidazolium Salts and ?-Cyclodextrin

Popis výsledku anglicky

In recent supramolecular chemistry, systems exhibiting kinetically or thermodynamically driven, external stimuli responsive, self-sorting behavior have been extensively studied. In such host-guest systems, components with highly selective multiple binding epitopes play crucial role. As we were intrigued by the ultrastable complexes of adamantane derivatives with cucurbit[7]uril (CB7), we decided to synthesize a novel series of adamantane (Ad) terminated bisimidazolium salts with 4,4?-biphenyldiyl (BiPhe) centerpiece according to the previously published procedure and examine their binding ability towards CB7 and b-cyclodextrin (b-CD) in water solution. Our effort resulted to preparation of rotaxane aggregates in which the b-CD unit is interlocked at BiPhe binding site and stopped with two CB7 or b-CD at the Ad terminal sites (Figure 1). Interestingly, the binding strength of stoppers correlates with expected steric barrier of threading process, i.e. for locking of b-CD at more hindered

Druh

O - Ostatní výsledky

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

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Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2014

Kód důvěrnosti údajů

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