Bright, Color-Tunable Fluorescent Dyes Based on π-Expanded Diketopyrrolopyrroles

被引：76

作者：

Grzybowski, Marek ^{[1
]}

Glodkowska-Mrowka, Eliza ^{[2
]}

Stoklosa, Tomasz ^{[2
]}

Gryko, Daniel T. ^{[1
]}

机构：

[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland

[2] Med Univ Warsaw, Dept Immunol, Ctr Biostruct Res, PL-02097 Warsaw, Poland

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 11期

关键词：

NEAR-INFRARED DYES; POLYMERS; MOLECULE;

D O I：

10.1021/ol300674v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthetic approach to the structurally diverse family of pi-expanded diketopyrrolopyrroles is described. A three-step strategy appears to be very general and starts with the preparation of diketopyrrolopyrroles followed by N-alkylation with bromoacetaldehyde diethyl acetal and electrophilic aromatic substitution. The final reaction regioselectively furnishes S-shaped, violet and blue functional dyes of previously unknown structure. New dyes possess sharp absorption and emission peaks, with very high molar absorption coefficients and reasonable fluorescence quantum yields. As a proof of principle, cell uptake of selected dye was demonstrated.

引用

页码：2670 / 2673

页数：4

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