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Chiroptical Redox Switching of Tetra-Cationic Derivatives of Azoniahelicenes

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F19%3A00511906" target="_blank" >RIV/61388955:_____/19:00511906 - isvavai.cz</a>

  • Alternative codes found

    RIV/61388963:_____/19:00505705

  • Result on the web

    <a href="http://hdl.handle.net/11104/0302143" target="_blank" >http://hdl.handle.net/11104/0302143</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/celc.201900204" target="_blank" >10.1002/celc.201900204</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Chiroptical Redox Switching of Tetra-Cationic Derivatives of Azoniahelicenes

  • Original language description

    New tetra- and di-cationic azoniahelicenes provide electrochemical, spectroelectrochemical and electronic circular dichroism (ECD) data reflecting their differences in electron transfer (ET) kinetics. Di-cationic helquats containing two seven-membered rings are irreversibly reduced in two ET steps. Substitution by redox-active ethenylpyridinium in the alpha or gamma position with respect to nitrogen atoms of the helquat core yields tetra-cationic derivatives with reversible ET steps and communicating redox centres. Redox-inactive substituents in di-cationic azoniahelicenes retain ET irreversibility. Redox switching of ECD of tetra-cationic enantiomers was observed. Unlike fully aromatic helquat, the ECD response of tetra-cationic helquats to periodic reduction-oxidation cycles is slower, owing to a strong adsorption on electrodes. Quantum chemical calculations (DFT) indicate that the first ET step of tetra-cationic derivative substituted in the gamma position yields a folded structure, which favours the internal donor-acceptor interaction. This explains the spectroelectrochemical differences between both tetra-cations.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10405 - Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis)

Result continuities

  • Project

    <a href="/en/project/GA18-04682S" target="_blank" >GA18-04682S: Probing Electron Transport Mechanism in Single Molecule Junctions by Conductance and Thermoelectricity Measurements.</a><br>

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2019

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    ChemElectroChem

  • ISSN

    2196-0216

  • e-ISSN

  • Volume of the periodical

    6

  • Issue of the periodical within the volume

    12

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    7

  • Pages from-to

    3002-3008

  • UT code for WoS article

    000475465600004

  • EID of the result in the Scopus database

    2-s2.0-85065910174