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. 2014 Aug 7;12(29):5517-27.
doi: 10.1039/c4ob00901k.

Dicyanobenzene and dicyanopyrazine derived X-shaped charge-transfer chromophores: comparative and structure-property relationship study

L Dokládalová  1 , F Bureš, W Kuznik, I V Kityk, A Wojciechowski, T Mikysek, N Almonasy, M Ramaiyan, Z Padělková, J Kulhánek, M Ludwig
Affiliations

Dicyanobenzene and dicyanopyrazine derived X-shaped charge-transfer chromophores: comparative and structure-property relationship study

L Dokládalová et al. Org Biomol Chem. .

Abstract

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 π-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.

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