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 p-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.
Synthesis and solid-state fluorescence properties of pentacyclic 7-substituted-indeno[1′,2′:4,5]pyrido[2,1-a]isoindol-5-ones / Chamas, Z; Marchi, Enrico; Presson, B.; Aubert, E.; Fort, Y.; Ceroni, Paola; Mamane, V.. - In: RSC ADVANCES. - ISSN 2046-2069. - STAMPA. - 5:4(2015), pp. 2715-2723. [10.1039/c4ra12155d]
Synthesis and solid-state fluorescence properties of pentacyclic 7-substituted-indeno[1′,2′:4,5]pyrido[2,1-a]isoindol-5-ones
MARCHI, ENRICO;CERONI, PAOLA;
2015
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 p-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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.