Facile Synthesis of Nitrogen-containing Polycyclic Aromatic Hydrocarbons from Perylene Bisimides

被引:6
作者
Ito, Satoru [1 ]
Hiroto, Satoru [1 ]
Shinokubo, Hiroshi [1 ]
机构
[1] Nagoya Univ, Grad Sch Engn, Dept Appl Chem, Nagoya, Aichi 4648603, Japan
关键词
ELECTRONIC-PROPERTIES; ORGANIC ELECTRONICS; FAMILY; IMIDES; AZINE;
D O I
10.1246/cl.140330
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We have developed a facile procedure for the synthesis of pi-extended fluorubins from perylene bisimides. Iridium-catalyzed direct borylation, the Suzuki-Miyaura cross-coupling, and an acid-condensation sequence afforded pi-extended fluorubins 1 in moderate yields. X-ray diffraction analysis revealed a planar structure of 1. In addition, optical analysis and DFT calculations indicated the presence of intramolecular charge-transfer interactions in 1c.
引用
收藏
页码:1309 / 1311
页数:3
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