Engineering a twist in 9,10-diethynylanthracenes by steric interactions

A series of 9,10-bis(phenylethynyl)anthracenes decorated with sterically demanding tert-butyl substituents have been prepared and spectroscopically characterised. We demonstrate that the introduction of two bulky substituents in the ortho position of the phenyl rings effectively locks the ground sta...

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Veröffentlicht in:Photochemical & photobiological sciences 2007-09, Vol.6 (9), p.982-986
Hauptverfasser: Beeby, Andrew, Findlay, Karen S, Goeta, Andrés E, Porrès, Laurent, Rutter, Simon R, Thompson, Amber L
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container_issue 9
container_start_page 982
container_title Photochemical & photobiological sciences
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creator Beeby, Andrew
Findlay, Karen S
Goeta, Andrés E
Porrès, Laurent
Rutter, Simon R
Thompson, Amber L
description A series of 9,10-bis(phenylethynyl)anthracenes decorated with sterically demanding tert-butyl substituents have been prepared and spectroscopically characterised. We demonstrate that the introduction of two bulky substituents in the ortho position of the phenyl rings effectively locks the ground state into a conformation in which the three rings are orthogonal. Fluorescence spectroscopy reveals evidence for partial planarisation of this compound in the excited state at ambient temperature, but this is prevented in low temperature solvent glasses.
doi_str_mv 10.1039/b707750e
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title Engineering a twist in 9,10-diethynylanthracenes by steric interactions
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