Versatile synthetic methods for the engineering of thiophene-substituted Bodipy dyes

被引：74

作者：

Rihn, Sandra ^{[1
]}

Retailleau, Pascal ^{[2
]}

Bugsaliewicz, Nicolas ^{[1
]}

De Nicola, Antoinette ^{[1
]}

Ziessel, Raymond ^{[1
]}

机构：

[1] Mat ECPM, Ecole Chim Polymeres, LCOSA, F-67087 Strasbourg, France

[2] CNRS, ICSN, Cristallochim Lab, F-91198 Gif Sur Yvette, France

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 50期

关键词：

Bodipys'; Thiophene; Suzuki coupling; X-ray structures; Fluorescence; CONJUGATED OLIGOMERS; CHEMISTRY; FUNCTIONALIZATION; ELECTRONICS; POLYMERS; LIGANDS; SYSTEMS; STYRYL; WATER;

D O I：

10.1016/j.tetlet.2009.09.163

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel thienyl-borondiazadipyrromethene (Bodipy) dyes have been prepared using boronic acids or boronate reagents as cross-coupling mediators. A key dichloro/bromo-Bodipy starting material appears to be a useful starting material for such coupling reactions, enabling the synthesis of various symmetrically and unsymmetrically substituted thienyl-dyes. An alternative means of introducing thienyl substituents is through Knoevenagel substitution in the 3 and 5 positions of Bodipy by reaction with a formyl-functionalized thiophene derivative, resulting in systems of extended delocalization. All these Bodipy derivatives are stable and exhibit pronounced fluorescence on irradiation in the S-0 -> S-1 transition. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：7008 / 7013

页数：6

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