Preparation and characterization of regioisomerically pure 1,7-disubstituted perylene bisimide dyes

被引：328

作者：

Würthner, F

Stepanenko, V

Chen, ZJ

Saha-Möller, CR

Kocher, N

Stalke, D

机构：

[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany

[2] Univ Wurzburg, Inst Inorgan Chem, D-97074 Wurzburg, Germany

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 23期

关键词：

D O I：

10.1021/jo048880d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A detailed study on bromination and subsequent imidization of perylene bisanhydride with cyclohexylamine is reported. The present results reveal that previously reported 1,7-difunctionalized perylenE! bisimides are presumably contaminated with the respective 1,6 regioisomers. N,N'-Dicyclohexyl- 1,7-dibromoperylene bisimide 1, 7-3 is obtained for the first time in isomerically pure form, and its structure is unequivocally confirmed by X-ray analysis. By using regioisomerically pure l,'7-dibromoperylene bisimide 1,7-3, 1,7-dipyrrolidinylperylene bisimides 4a-c and 1,7-dipyrrolidinylperylene bisanhydride 5 as well as the unsymmetrically difunctionalized 1-bromo7-pyrrolidinyl- and 1-cyano-7-pyrrolidinylperylene bisimides 7 and 8 are synthesized in good yield.

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页码：7933 / 7939

页数：7

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