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
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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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
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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