Synthesis and photophysical properties of oligoarylenes with a pyrrolo[2,3-d]pyrimidine core

被引：40

作者：

Tumkevicius, Sigitas ^{[1
]}

Dodonova, Jelena ^{[1
]}

Kazlauskas, Karolis ^{[2
]}

Masevicius, Viktoras ^{[1
]}

Skardziute, Lina ^{[2
]}

Jursenas, Saulius ^{[2
]}

机构：

[1] Vilnius State Univ, Dept Organ Chem, LT-03225 Vilnius, Lithuania

[2] Vilnius State Univ, Inst Appl Res, LT-10222 Vilnius, Lithuania

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 30期

关键词：

Pyrrolopyrimidines; Suzuki-Miyaura reaction; Oligoarylenes; Cross-coupling; Fluorescence; CROSS-COUPLING REACTION; LIGHT-EMITTING-DIODES; HALOGENATED NITROGEN; CONJUGATED POLYMERS; ANTIVIRAL ACTIVITY; DERIVATIVES; PYRIMIDINE; ELECTROLUMINESCENT; FUNCTIONALIZATION; SUBSTITUENTS;

D O I：

10.1016/j.tetlet.2010.05.093

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalyzed Suzuki-Miyaura reaction of 2,4-dichloropyrrolo[2,3-d]pyrimidine with aryl boronic acids has been studied. Pd(OAc)(2)/dicyclohexyl(2-biphenyl)phosphine/K3PO4 was found to be an efficient catalyst system to prepare 4-aryl-2-chloro- and 2,4-diarylpyrrolo[2,3-d]pyrimidines. Novel non-linear molecules consisting of a pyrrolo[2,3-d]pyrimidine core and aryl branches have been elucidated as blue light-emitters with fluorescence quantum yields ranging from 4% to 67% in THF solution. The impact of an electron-withdrawing t-BuOCO group attached to the pyrrole ring of pyrrolopyrimidine derivatives on optical properties is discussed. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：3902 / 3906

页数：5

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