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

被引:6
|
作者
Chamas, Z. [1 ]
Marchi, E. [2 ]
Presson, B. [1 ]
Aubert, E. [3 ]
Fort, Y. [1 ]
Ceroni, P. [2 ]
Mamane, V. [1 ]
机构
[1] Univ Lorraine, UMR CNRS 7565, Lab SRSMC, F-54506 Vandoeuvre Les Nancy, France
[2] Univ Bologna, Dept Chem G Ciamician, I-40126 Bologna, Italy
[3] Univ Lorraine, UMR CNRS 7036, Lab CRM2, F-54506 Vandoeuvre Les Nancy, France
来源
RSC ADVANCES | 2015年 / 5卷 / 04期
基金
欧洲研究理事会;
关键词
PHOTOLUMINESCENCE; DERIVATIVES;
D O I
10.1039/c4ra12155d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:2715 / 2723
页数:9
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