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

Beeby, A. and Findlay, K. S. and Goeta, A. E. and Porres, L. and Rutter, S. R. and Thompson, A. L. (2007) 'Engineering a twist in 9,10-diethynylanthracenes by steric interactions.', Photochemical and Photobiological Sciences, 6 (9). pp. 982-986.


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.

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Record Created:18 Jan 2008
Last Modified:08 Apr 2009 16:37

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