Structures and photophysical properties of 3,4-diaryl-1H-pyrrol-2,5-diimines and 2,3-diarylmaleimides

被引：13

作者：

Afanasenko, Anastasiia M. ^{[1
,2
]}

Boyarskaya, Dina V. ^{[1
]}

Boyarskaya, Irina A. ^{[1
]}

Chulkova, Tatiana G. ^{[1
]}

Grigoriev, Yakov M. ^{[1
]}

Kolesnikov, Ilya E. ^{[1
]}

Avdontceva, Margarita S. ^{[1
]}

Panikorovskii, Taras L. ^{[1
]}

Panin, Andrej I. ^{[1
]}

Vereshchagin, Anatoly N. ^{[3
]}

Elinson, Michail N. ^{[3
]}

机构：

[1] St Petersburg State Univ, 7-9 Univ Skaya Nab, St Petersburg 199034, Russia

[2] Univ Groningen, Stratingh Inst Chem, Nijenborgh 4, NL-9747 AG Groningen, Netherlands

[3] ND Zelinskii Inst Organ Chem, 47 Leninsky Prospect, Moscow 119991, Russia

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2017年 / 1146卷

关键词：

2,3-Diarylmaleimides; 3,4-Diaryl-1H-pyrrol-2,5-diimines; DFT and TD-DFT studies; Fluorescence; STOKES SHIFT; FLUORESCENCE; IMIDE;

D O I：

10.1016/j.molstruc.2017.06.048

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Structural features of 3,4-diaryl-1H-pyrrol-2,5-diimines and their derivatives have been studied by molecular spectroscopy techniques, single-crystal X-ray diffraction, and DFT calculations. According to the theoretical calculations, the diimino tautomeric form of 3,4-diaryl-1H-pyrrol-2,5-diimines is more stable in solution than the imino-enamino form. We also found that the structurally related 2,3 exist in the solid state in the dimeric diketo form. 3,4-Diary1-1H-pyrrol-2,5-diimines and 2,3-diarylmaleimides exhibit fluorescence in the blue region of the visible spectrum. The fluorescence spectra have large Stokes shifts. Aryl substituents at the 3,4-positions of 1H-pyrrol-2,5-diimine do not significantly affect fluorescence properties. The insertion of donor substituents into 2,3diarylmaleimides leads to bathochromic shift of emission bands with hyperchromic effect. (C) 2017 Elsevier B.V. All rights reserved.

引用

页码：554 / 561

页数：8

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