Solanke P, Bureš F, * Pytela O, Kulhánek J, Padělková Z. University of Pardubice, Czech Republic
T-Shaped Push–Pull Chromophores: First Modification of the Indan-1,3-dione-Fused Benzene Ring by Cross-Coupling Reactions.
Synthesis 2013;
45: 3044-3051
Key words
conjugated materials - push–pull chromophores
Significance
The synthesis of T-shaped push–pull chromophores based on indan-1,3-dione as an electron acceptor is presented. The two donor moieties that comprise the T-shaped architecture are installed via the Knoevenagel condensation of 4,7-diiodoindan-1,3-dione with an aryl aldehyde, followed by palladium-catalyzed cross-coupling of the iodides with N,N-dimethylaniline or thiophene-containing substituents.
Comment
The optical and electronic properties of the synthesized T-shaped chromophores are extensively studied by UV/Vis absorption spectroscopy and calculations. Their non-linear optical properties are also examined through theoretical calculations.
