Abstract
The fourfold Horner olefination of tetraphenylmethane or–silane with four p-methylphosphonate groups and a variety of aromatic aldehydes with donor groups or extended conjugated systems results in the formation of tetrahedra from four chromophores connected via a central atom. Electronic spectra in solution reveal an electronic interaction between the π-systems. In the solid state, the emission of compounds with a dense packing is nearly identical to the solution spectra, more open structures show significant red shifts. The emission of scaffolds with 1-styrylpyrene chromophores is nearly completely quenched. Most of these tetrahedra are thermally stable up to 420°C. Depending on the diameter of the scaffold, glass transitions occur between 99°C and 169°C.
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Financial support by the Deutsche Forschungsgemeinschaft is gratefully acknowledged.
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Detert, H., Sadovski, O. & Sugiono, E. Tetrahedra from Aryleneethenylenes–From small Molecules to Luminescent Glasses. MRS Online Proceedings Library 814, 79–83 (2004). https://doi.org/10.1557/PROC-814-I11.6
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DOI: https://doi.org/10.1557/PROC-814-I11.6