Phenylenediamine dimer: A redox-active guest for supramolecular systems
Identifikátory výsledku
Kód výsledku v IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F70883521%3A28110%2F23%3A63571099" target="_blank" >RIV/70883521:28110/23:63571099 - 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
Phenylenediamine dimer: A redox-active guest for supramolecular systems
Popis výsledku v původním jazyce
In this study, we investigated the synthesis and formation of inclusion complexes of a redox-active N,N,N',N'-tetramethyl-p-phenylenediamine-based guest (G) with cyclodextrins (CDs) and cucurbiturils (CBs) using NMR, IMS-MS, ITC and CV. Our results indicate the formation of stable 1:1, 1:2 and 2:1 binary complexes with CDs and CBs. In addition, G forms ternary complexes with CB7 and CDs, with the CD unit positioned in the central part of the guest fastened by two CB7 molecules. The redox nature of the guest allows the formation of a dimer in water solution and especially in the cavity of -CD. The dimerization of cation radicals can be disrupted by the presence of CB7 or enhanced in the presence of CB8. Overall, we thoroughly investigated the effects of supramolecular complexes on redox properties of G, particularly the stability of complexed cation radicals to reducing agents. We explored the scope and limitations of N,N,N',N'-tetramethyl-p-phenylenediamine as a binding and redox centre in supramolecular catalytic devices.
Název v anglickém jazyce
Phenylenediamine dimer: A redox-active guest for supramolecular systems
Popis výsledku anglicky
In this study, we investigated the synthesis and formation of inclusion complexes of a redox-active N,N,N',N'-tetramethyl-p-phenylenediamine-based guest (G) with cyclodextrins (CDs) and cucurbiturils (CBs) using NMR, IMS-MS, ITC and CV. Our results indicate the formation of stable 1:1, 1:2 and 2:1 binary complexes with CDs and CBs. In addition, G forms ternary complexes with CB7 and CDs, with the CD unit positioned in the central part of the guest fastened by two CB7 molecules. The redox nature of the guest allows the formation of a dimer in water solution and especially in the cavity of -CD. The dimerization of cation radicals can be disrupted by the presence of CB7 or enhanced in the presence of CB8. Overall, we thoroughly investigated the effects of supramolecular complexes on redox properties of G, particularly the stability of complexed cation radicals to reducing agents. We explored the scope and limitations of N,N,N',N'-tetramethyl-p-phenylenediamine as a binding and redox centre in supramolecular catalytic devices.
Klasifikace
Druh
O - Ostatní výsledky
CEP obor
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OECD FORD obor
10401 - Organic chemistry
Návaznosti výsledku
Projekt
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Návaznosti
S - Specificky vyzkum na vysokych skolach
Ostatní
Rok uplatnění
2023
Kód důvěrnosti údajů
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů