Symmetrical and non-symmetrical 2,5-diaryl-1,3,4-oxadiazoles: synthesis and photophysical properties

被引：21

作者：

Paraschivescu, Codruta C. ^{[1
]}

Hadade, Niculina D. ^{[2
]}

Coman, Anca G. ^{[1
]}

Gautier, Arnaud ^{[3
,4
]}

Cisnetti, Federico ^{[3
,4
]}

Matache, Mihaela ^{[1
]}

机构：

[1] Univ Bucharest, Fac Chem, RO-050663 Bucharest, Romania

[2] Univ Babes Bolyai, Fac Chem & Chem Engn, RO-400028 Cluj Napoca, Romania

[3] Univ Blaise Pascal, Univ Clermont Auvergne, Inst Chim Clermont Ferrand, F-63000 Clermont Ferrand, France

[4] CNRS, ICCF, UMR 6296, F-63171 Aubiere, France

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 25期

关键词：

2,5-Diaryl-1,3,4-oxadiazoles; Fluorescence; Oxidative cyclization; Bis(trifluoroacetoxy)iodobenzene; Heterocycles; ELECTRON-TRANSPORTING MATERIALS; LIGHT-EMITTING-DIODES; IRIDIUM COMPLEXES; 1,3,4-OXADIAZOLE; FLUORESCENCE; OXADIAZOLES; DERIVATIVES; LUMINESCENCE; SELECTIVITY; BEHAVIOR;

D O I：

10.1016/j.tetlet.2015.05.005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report herein the synthesis of 2,5-diaryl-1,3,4-oxadiazoles containing both electron-donating and withdrawing substituents as well as bis- and tris-2,5-disubstituted-1,3,4-oxadiazoles containing electron-donating substituents. The photophysical properties of the synthesized compounds were studied using UV-Vis and fluorescence spectroscopy. The aryl substitution pattern was found to have a marked impact on both luminescence efficiency and other photophysical properties. An increase in the number of electron-donating groups and/or the number of heterocyclic rings provided a red shift of the emission maxima, as well as an increase of the Stokes shifts. The same effect was observed for mono-1,3,4-oxadiazoles containing push pull substituents on the aryl rings. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：3961 / 3964

页数：4

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