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Synthesis and solid-state fluorescence properties of pentacyclic 7-substituted-indeno[1',2':4,5] pyrido [2,1-a] isoindol-5-ones

Abstract : With the aim to design fluorescent solids, a series of indeno[10,20: 4,5] pyrido[2,1-a] isoindol-5-ones with various substituents was prepared. In these pi-extended pentacyclic derivatives, the presence of a methyl group in the 7-position was found to have a critical influence on the fluorescence properties in the solid state. Crystal packing of the non-substituted derivatives shows strong p-p interactions causing quenching of the fluorescence. In contrast, by introducing a methyl substituent in the 7-position we obtained compounds with fluorescence quantum yield up to 32% in the solid state.
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https://hal.univ-lorraine.fr/hal-01495964
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Submitted on : Monday, March 27, 2017 - 10:23:32 AM
Last modification on : Friday, February 26, 2021 - 3:24:02 PM

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Zein Chamas, E. Marchi, B. Presson, Emmanuel Aubert, Yves Fort, et al.. Synthesis and solid-state fluorescence properties of pentacyclic 7-substituted-indeno[1',2':4,5] pyrido [2,1-a] isoindol-5-ones. RSC Advances, Royal Society of Chemistry, 2015, 5 (4), pp.2715-2723. ⟨10.1039/c4ra12155d⟩. ⟨hal-01495964⟩

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