Frustrated excited state intramolecular proton transfer (ESIPT) in 10-hydroxy-11H-benzo[b]fluoren-11-one: Synthesis and photophysics

Add time:07/16/2019    Source:sciencedirect.com

A new hydroxybenzofluorenone has been designed and synthesised in order to investigate the origin of excited state intramolecular proton transfer reactions in this family of compounds. 10-Hydroxy-11H-benzo [b]fluoren-11-one (10-HHBF) does not show dual fluorescence in contrast to its well known analogue 1-hydroxy-11H-benzo [b]fluoren-11-one (1-HHBF). It is suggested that in 10-HHBF ESIPT is not occurring. The origin of the difference between these isomers is likely to be found in the increased donor-acceptor distance in 10-HHBF and in the lower stability of its excited state tautomer. This streses the large impact in the photophysics of this class of materials of subtle structural changes which must be taken into account for the desingn of single-molecule white light emitters.

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