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Phenylenediamine dimer: A redox-active guest for supramolecular systems

The result's identifiers

  • Result code in 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>

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

    Phenylenediamine dimer: A redox-active guest for supramolecular systems

  • Original language description

    In this study, we investigated the synthesis and formation of inclusion complexes of a redox-active N,N,N&apos;,N&apos;-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&apos;,N&apos;-tetramethyl-p-phenylenediamine as a binding and redox centre in supramolecular catalytic devices.

  • Czech name

  • Czech description

Classification

  • Type

    O - Miscellaneous

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

  • Continuities

    S - Specificky vyzkum na vysokych skolach

Others

  • Publication year

    2023

  • Confidentiality

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