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Dicyanobenzene and dicyanopyrazine derived X-shaped charge-transfer chromophores: comparative and structure-property relationship study
Authors: Dokládalová Lenka | Bureš Filip | Kuznik W. | Kityk I. V. | Wojciechowski A. | Mikysek Tomáš | Almonasy Numan | Ramaiyan Manikannan | Padělková Zdeňka | Kulhánek Jiří | Ludwig Miroslav
Year: 2014
Type of publication: článek v odborném periodiku
Name of source: Organic & Biomolecular Chemistry
Publisher name: Royal Society of Chemistry
Place: Cambridge
Page from-to: 5517-5527
Titles:
Language Name Abstract Keywords
cze Charge-transfer chromofory tvaru X odvozené od dikyanbenzeun a dikyanpyrazinu: studium vztahů struktura-vlastnosti Byla připravena série charge-transfer chromoforů tvaru X odvozených od benzen-1,2-dikarbonitrilu a byla u nich provedena rentgenostrukturní analýza, elektrochemická analýza, SHG experimenty, proměřena absorpční a emisní spektra a provedeny kvantově-chemické výpočty. Na základě získaných dat byla serie porovnána se sérií 5,6-disubstituovaných pyrazin-2,3-dikarbonitrilů. kyanoethynyletheny, pětičlenné heterocykly, nelineárně optické vlastnosti, index aromaticity, ftalocyaniny, akceptor, tetrakis(arylethynyl)benzeny
eng Dicyanobenzene and dicyanopyrazine derived X-shaped charge-transfer chromophores: comparative and structure-property relationship study A series of novel X-shaped push-pull compounds based on benzene-1,2-dicarbonitrile has been designed, synthesized and further investigated by X-ray analysis, electrochemistry, absorption and emission spectra, SHG experiment and quantum-chemical calculations. The obtained data were compared with those for isolobal 5,6-disubstituted pyrazine-2,3-dicarbonitriles. Structure-property relationships were elucidated. The extension, composition and planarization of the pi-linker used as well as the electron-withdrawing ability of both dicyano-substituted acceptor units affect the linear and nonlinear properties of the target charge-transfer chromophores most significantly. donor-substituted cyanoethynylethenes; 5-membered ring heterocycles; nonlinear-optical properties; sensitized solar-cells; electronic-structure; aromaticity index; phthalocyanines; acceptor; tetrakis(arylethynyl)benzenes; subphthalocyanines

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