Electronic structure and spectroscopic properties of (2S,3S)-2,3-diphenyl-5,6-diheteroaryl-2,3-dihydropyrazines and their model oligomers
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216305%3A26310%2F15%3APU111659" target="_blank" >RIV/00216305:26310/15:PU111659 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1016/j.synthmet.2014.11.035" target="_blank" >http://dx.doi.org/10.1016/j.synthmet.2014.11.035</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.synthmet.2014.11.035" target="_blank" >10.1016/j.synthmet.2014.11.035</a>
Alternative languages
Result language
angličtina
Original language name
Electronic structure and spectroscopic properties of (2S,3S)-2,3-diphenyl-5,6-diheteroaryl-2,3-dihydropyrazines and their model oligomers
Original language description
The synthesis, chemical and spectroscopic characterization of four novel (2S,3S)-2,3-diphenyl-5,6-diheteroaryl-2,3-dihydropyrazines containing pyridine (DPPn2), pyrrole (DPPy2), thiophene (DPTh2) and furan (DPFu2) units were presented. The experimental absorption spectra in methanol exhibit very broad lowest energy band with the maximum ranged from 307 nm for DPFu2 to 443 nm for DPPn2. The most intense fluorescence was observed for the molecules containing the pyrrole heterocycles in dichloromethane. The role of the (2S,3S)-2,3-diphenyl-2,3-dihydropyrazine as the spectroscopic or electrochemical active central building block was also estimated theoretically for the series of symmetric V-shaped model molecules containing two hexamer oligomers. In this context, the quantum chemical calculations were used for the investigation of the molecular electronic structure, ionisation potentials, electron affinities and molecular orbital energy diagrams of neutral and charged states. The calculations of the B3LYP-D(COSMO) pair-interaction energies for two model clusters of DPPy2(CH3OH)2 and DPPy2(CH2Cl2)2 indicated the possible formation of the hydrogen bonds between the solvent molecules and nitrogen atoms of central 2,3-dihydropyrazine and pyrrole units.
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
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/LO1211" target="_blank" >LO1211: Materials Research Centre at FCH BUT- Sustainability and Development</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2015
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Syntetic Metals
ISSN
0379-6779
e-ISSN
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Volume of the periodical
2015
Issue of the periodical within the volume
199
Country of publishing house
CH - SWITZERLAND
Number of pages
10
Pages from-to
319-328
UT code for WoS article
000348954000045
EID of the result in the Scopus database
2-s2.0-84917706140