A Facile Route to Water-Soluble Coronenes and Benzo[ghi]perylenes

被引：45
|
作者：
Schmidt, Cordula D. [1 ,2 ]
Lang, Nina [1 ,2 ]
Jux, Norbert [1 ,2 ]
Hirsch, Andreas [1 ,2 ]
机构：
[1] Univ Erlangen Nurnberg, Dept Chem & Pharm, D-91054 Erlangen, Germany
[2] Univ Erlangen Nurnberg, ICMM, D-91054 Erlangen, Germany
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2011年 / 17卷 / 19期
基金：
欧洲研究理事会;
关键词：
amphiphiles; click chemistry; coronenes; dendrimers; perylenes; LIQUID-CRYSTALLINE; BUILDING-BLOCKS; CLICK CHEMISTRY; PERYLENE; FLUORESCENT; CORE; DYES; MICELLES; POLYMERS; BARRIERS;
D O I：
10.1002/chem.201003232
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Click reactions at the bay-position of perylenes and a new route to benzo[ghi]perylenes and coronenes are presented. Irradiation with light leads to an electrocyclic reaction of the newly formed triazole ring(s) with the neighbouring bay-positions of the perylene core and after oxidation by air, the benzo[ghi]perylenes and coronenes are obtained. By using Newkome dendrimers as substituents for perylene diimides (PDIs), water solubility can be achieved after removal of the tert-butyl protecting groups. The aggregation and optical properties of the bay-functionalised PDIs, benzo[ghi]perylenes and coronenes are investigated by absorption and fluorescence spectroscopy.
引用
收藏
页码：5289 / 5299
页数：11
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