1,4-Dihydropyrrolo[3,2-b]Pyrroles Containing New A-D-A System: Synthesis and Investigation of Their Photophysical Properties.

IF 2.6 4区 化学 Q2 BIOCHEMICAL RESEARCH METHODS
Guler Yagiz Erdemir
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引用次数: 0

Abstract

Herein, new tetraarylpyrrolo[3,2-b]pyrroles (TAPP) containing different substituents (4a-c, 5a-c) on the N-phenyl rings were synthesized in high yields using a one-pot method. The 3,6 positions of the pyrrolopyrol ring of the 4a-c compound were formylated by Vilsmeier-Haack reaction to synthesize a new pyrrolopyrol compound containing the acceptor-donor-acceptor (A-D-A) system (5a-c). The photophysical properties of all obtained derivatives were investigated in different solvents. According to the results obtained, the absorptions of derivatives 4a-c were recorded around 400 nm and their emission intensities appeared around 450 nm. The absorption intensities of derivatives 4b and 5b were recorded as 400 nm and 350 nm, respectively, while their emission intensities were observed as 455 and 440. In the A-D-A system formed as a result of the bonding of electron-withdrawing formyl groups at position 3,6 of the TAPP structure, a high Stokes shift occurred, while 50 nm hypsochromic shifts were observed in its absorption.

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来源期刊
Journal of Fluorescence
Journal of Fluorescence 化学-分析化学
CiteScore
4.60
自引率
7.40%
发文量
203
审稿时长
5.4 months
期刊介绍: Journal of Fluorescence is an international forum for the publication of peer-reviewed original articles that advance the practice of this established spectroscopic technique. Topics covered include advances in theory/and or data analysis, studies of the photophysics of aromatic molecules, solvent, and environmental effects, development of stationary or time-resolved measurements, advances in fluorescence microscopy, imaging, photobleaching/recovery measurements, and/or phosphorescence for studies of cell biology, chemical biology and the advanced uses of fluorescence in flow cytometry/analysis, immunology, high throughput screening/drug discovery, DNA sequencing/arrays, genomics and proteomics. Typical applications might include studies of macromolecular dynamics and conformation, intracellular chemistry, and gene expression. The journal also publishes papers that describe the synthesis and characterization of new fluorophores, particularly those displaying unique sensitivities and/or optical properties. In addition to original articles, the Journal also publishes reviews, rapid communications, short communications, letters to the editor, topical news articles, and technical and design notes.
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