Pentasubstituted Phospholes with extended π-conjugated Arm Synthesis, electrochemistry, spectra and quantum chemical calculations

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F23%3A00577178" target="_blank" >RIV/61388955:_____/23:00577178 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22310/23:43928511
Result on the web
<a href="https://hdl.handle.net/11104/0346400" target="_blank" >https://hdl.handle.net/11104/0346400</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.electacta.2023.143073" target="_blank" >10.1016/j.electacta.2023.143073</a>

Result language
angličtina
Original language name
Pentasubstituted Phospholes with extended π-conjugated Arm Synthesis, electrochemistry, spectra and quantum chemical calculations
Original language description
lambda 3-1H-Phosphole is a unique heterocyclic compound characterized by low aromaticity with a limited number of cross-coupling reactions to allow side-chain modification. This severely limits the use of pentasubstituted phospholes in materials chemistry, including organic light-emitting diodes (OLEDs), organic solar cells (OSCs) or probes. Therefore, we developed a procedure for simple side-chain modification by Suzuki reactions. The syn-thesized pentasubstituted phospholes with a pi-conjugated arm in position 2 of the phosphole ring were inves-tigated electrochemically. In addition to the electrochemical study, we measured also the UV-VIS and fluorescence spectra for the prepared 1H-phospholes. The experimentally acquired data were correlated with quantum chemical calculations. The oxidation and reduction of all derivatives in acetonitrile at various elec-trodes is (quasi)reversible, the respective potentials as well as the extent of intramolecular electron communi-cation and pi-delocalization depend on the combination of electron withdrawing and donating substituents. The difference between the first oxidation and the first reduction potential (Delta E1) can be correlated with excitation energy.
Czech name
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Czech description
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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)

Project
<a href="/en/project/GA18-12150S" target="_blank" >GA18-12150S: Synthesis and characterization of semiconducting supramolecules of novel type and their use in preparation of organic transistors (OFETs)</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2023
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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