Small Heterocyclic D-pi-D-pi-A Push-Pull Molecules with Complex Electron Donors

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F21%3A39917638" target="_blank" >RIV/00216275:25310/21:39917638 - isvavai.cz</a>
Result on the web
<a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/ejoc.202100137" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/ejoc.202100137</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.202100137" target="_blank" >10.1002/ejoc.202100137</a>

Result language
angličtina
Original language name
Small Heterocyclic D-pi-D-pi-A Push-Pull Molecules with Complex Electron Donors
Original language description
A large series of small push-pull chromophores based on electron-withdrawing N,N'-dibutylthiobarbituric acid has been designed and successfully synthesized. The electron donating part involves common mesomeric donors such as methoxy, N,N-dimethylamino, N,N-diphenylamino, and piperidin-1-yl groups. Five-membered heteroaromatics, namely thiophene, N-methylpyrrole, and furan have been employed as electron rich pi-linkers and auxiliary donors. Structural analogues bearing aromatic 1,4-phenylene linker were also synthesized for comparison. Fundamental thermal and optoelectronic properties were studied by differential scanning calorimetry, cyclic voltammetry, and absorption spectroscopy. Thorough structure-property relationships were elucidated, focusing mostly on type of the used pi-linker and donor. All experimental conclusions are corroborated by theoretical calculations. The study has shown that a complex donor moiety may be built by properly combining mesomeric and auxiliary donors. Whereas strong mesomeric donor (amino) suppresses the donating effect of auxiliary donors/pi-linkers, a combination of weak donor (methoxy) appended at a five-membered heterocycle pronounces the donating ability of the latter.
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
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OECD FORD branch
10401 - Organic chemistry

Project
<a href="/en/project/LTAIN19101" target="_blank" >LTAIN19101: Carbon-Conjugated 2D-Covalent Organic Frameworks Based on Alternative D-A-D/A-D-A Systems with Exceptional Optoelectronic Properties</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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