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Ferric chloride mediated one pot synthesis and photophysical studies of isoindoloindolones
Tetrahedron ( IF 2.1 ) Pub Date : 2024-02-19 , DOI: 10.1016/j.tet.2024.133887
Arunava Misra , Sudipta Mondal , Mohabul Alam Mondal

We have explored a one-pot, tandem protocol for constructing a linear tetracyclic aromatic core isoindoloindolone via FeCl-mediated annulative coupling of 2-aminoacetophenones with phthalaldehyde (OPA). This report describes a detailed optimizations of the method, substrate scope, and characterization of the synthesized compounds by NMR, XRD, etc,. Spectroscopic analysis of one of the synthesized compounds () revealed that the intramolecular charge-transfer state formation is responsible for PL in solution. In contrast, emission resulted predominately from the locally excited state in the crystalline state. Tailoring the isoindoloindolone moiety by placing different substituents on the 2-amino acetophenone part and its effect on photophysical properties are also evaluated.

中文翻译:

三氯化铁介导异吲哚并吲哚酮的一锅合成及光物理研究

我们探索了一种一锅串联方案,通过 FeCl 介导的 2-氨基苯乙酮与邻苯二甲醛 (OPA) 的环耦合构建线性四环芳香核异吲哚啉酮。该报告详细描述了方法、底物范围以及通过NMR、XRD等对合成化合物进行表征的详细优化。对其中一种合成化合物 () 的光谱分析表明,分子内电荷转移态的形成是溶液中 PL 的原因。相反,发射主要由晶态的局部激发态产生。通过在 2-氨基苯乙酮部分放置不同的取代基来定制异吲哚并吲哚酮部分,并评估其对光物理性质的影响。
更新日期:2024-02-19
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