1,1′-Bi(2-naphthol-4,5-dicarboximide)s: blue emissive axially chiral scaffolds with aggregation-enhanced emission properties

被引：9

作者：

Chen, Meng-Ting ^{[1
]}

Zhang, Yang ^{[1
]}

Vysotsky, Myrostav O. ^{[2
,3
]}

Lindner, Joachim O. ^{[2
,3
]}

Li, Meng-Hua ^{[1
]}

Lin, Mei-Jin ^{[1
]}

Wuerthner, Frank ^{[2
,3
]}

机构：

[1] Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350116, Fujian, Peoples R China

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

[3] Univ Wurzburg, Ctr Nanosyst Chem, D-97074 Wurzburg, Germany

来源：

ORGANIC CHEMISTRY FRONTIERS | 2019年 / 6卷 / 22期

基金：

中国国家自然科学基金;

关键词：

HIGHLY ENANTIOSELECTIVE RECOGNITION; PERYLENE BISIMIDES; MODULAR SYNTHESIS; BINOL; PROBES; DYES; POLYMERIZATION; LUMINOGENS; CATALYSIS; HISTORY;

D O I：

10.1039/c9qo01090d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,1 '-Binaphthol (BINOL) is a versatile chiral reagent with widespread applications in asymmetric catalysis and fluorescent bio-sensing and imaging. However, unsubstituted BINOLs exhibit only weak and short-wavelength emission, limiting their scope for the latter applications. Herein, we report axially chiral 1,1 '-bi(2-naphthol-4,5-dicarboximide)s which show two reversible reductions, bright blue light fluorescence with fluorescence quantum yields up to 0.67, and aggregation-enhanced emission characteristics. Single crystal X-ray analysis revealed an intriguing double helical supramolecular polymer motif formed by pi-pi stacking interactions between 2-naphthol-4,5-dicarboximide units. The enantiomers of racemic 1,1 '-bi(2-naphthol-4,5-dicarboximide)s were resolved on chiral columns and studied by CD spectroscopy.

引用

页码：3731 / 3740

页数：10

共 17 条

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