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Synfacts 2014; 10(1): 0035
DOI: 10.1055/s-0033-1340390
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Push–Pull Chromophores from Indan-1,3-dione

Contributor(s):
Timothy M. Swager
,
Gregory D. Gutierrez
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
Article in Thieme ConnectGoogle Scholar
Further Information

Publication History

Publication Date:
13 December 2013 (online)

 
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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.


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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.


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