Univerzita PardubiceFakulta chemicko- technologická

Univerzita Pardubice

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Publikace detail

Quadrupolar chromophores based on tetrafluorobenzene.

Autoři: Ludwig Miroslav | Kulhánek Jiří | Bureš Filip

Rok: 2015

Druh publikace: ostatní - přednáška nebo poster

Strana od-do: nestránkováno

Tituly:

Jazyk	Název	Abstrakt	Klíčová slova
cze	Kvadrupolární chromofory na bázi tetrafluorbenzenu.	Z výchozího 1,4 dijodtetrafluorbenzenu nebo 1,4-bis(5-bromthiofen-2-yl)tetra-fluorbenzenu byly s použitím cross-couplingových reakcí syntetizovány čtyři nové push-pull-puch molekuly. Centrální akceptorní jednotka tetrafluorbenzenu byla modifikována koncovými donorními substituenty dihexylamino nebo hexyloxy. Vztahy struktura-vlastnosti byly studovány prostřednictvím absorpčních/emisních spekter a elektrochemických měření a kvantově chemických výpočtů.	chromofor, tetrafluorbenzen, hexyloxy, dihexylamino, cross-couplingové reakce
eng	Quadrupolar chromophores based on tetrafluorobenzene.	Nowadays, organic pi-conjugated systems having push-pull-push arrangement attract considerable attention as organic materials applicable across many (opto)electronic fields. We have recently designed and synthesized a series of quadrupolar systems based on tetrafluorobenzene central acceptor. In order to extend this series with more soluble analogues, we report herein four new push-pull-push molecules. These molecules were synthesized from 1,4-diiodotetrafluorobenzene or 1,4-bis(5-bromothiophene-2-yl)tetrafluorobenzene via twofold cross-coupling reactions. Suzuki-Miyaura and Sonogashira reactions were employed to gain access to target molecules. The central tetrafluorobenzene acceptor unit was modified by two peripheral N,N-dihexylamino and O-hexyloxy groups with different donating ability to generate quadrupolar D-pi-A-pi-D system with tailored intramolecular charge-transfer (ICT). The extent of the ICT has further been studied by absorption/emission spectra and electrochemical measurements. Experimental data were completed with quantum-chemical calculations. Thorough structure-property relationships were elucidated.	chromophore, tetrafluorobenzene, hexyloxy, dihexylamino, cross-coupling