Enlarged-TriQuinoline (Enl-TQ): Disparity in Chemical Behaviors by Geometric Scaling of the Trimeric Quinoline Ring System.

IF 3.5 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Mai Yamashita, Ryosuke Tsutsumi, Toi Kobayashi, Naoya Kumagai
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引用次数: 0

Abstract

TriQuinoline (TQ), a quasi-planar cyclic quinoline trimer concatenated at the 2,8-positions in a head-to-tail arrangement, strongly captures a proton at the 12-membered inner cycle and exhibits unusual physicochemical properties, including unexpected water solubility and the ability to engage in complexation with other π-conjugated molecules. In this study, we designed and synthesized its expanded analog, coined Enlarged-TriQuinoline (Enl-TQ), in which three alkyne units are embedded between three quinoline units to acquire an expanded planar 18-membered ring system. DFT calculations and X-ray crystallographic analysis revealed its planar architecture with three inwardly facing pyridinic nitrogen atoms. Despite its structural similarity to TQ, Enl-TQ displayed distinct host capability and photophysical characteristics.

放大的三喹啉(Enl-TQ):三聚喹啉环体系几何缩放的化学行为差异。
三喹啉(TriQuinoline, TQ)是一种准平面环状喹啉三聚体,以首尾相连的2,8位排列,在12元内环上强烈捕获质子,并表现出不同寻常的物理化学性质,包括意想不到的水溶性和与其他π共轭分子络合的能力。在这项研究中,我们设计并合成了它的扩展类似物,称为扩大的三喹啉(Enl-TQ),其中三个炔单元嵌入三个喹啉单元之间,以获得一个扩展的平面18元环体系。DFT计算和x射线晶体学分析显示其平面结构为三个向内的吡啶氮原子。尽管其结构与TQ相似,但Enl-TQ表现出不同的寄主能力和光物理特性。
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来源期刊
Chemistry - An Asian Journal
Chemistry - An Asian Journal 化学-化学综合
CiteScore
7.00
自引率
2.40%
发文量
535
审稿时长
1.3 months
期刊介绍: Chemistry—An Asian Journal is an international high-impact journal for chemistry in its broadest sense. The journal covers all aspects of chemistry from biochemistry through organic and inorganic chemistry to physical chemistry, including interdisciplinary topics. Chemistry—An Asian Journal publishes Full Papers, Communications, and Focus Reviews. A professional editorial team headed by Dr. Theresa Kueckmann and an Editorial Board (headed by Professor Susumu Kitagawa) ensure the highest quality of the peer-review process, the contents and the production of the journal. Chemistry—An Asian Journal is published on behalf of the Asian Chemical Editorial Society (ACES), an association of numerous Asian chemical societies, and supported by the Gesellschaft Deutscher Chemiker (GDCh, German Chemical Society), ChemPubSoc Europe, and the Federation of Asian Chemical Societies (FACS).
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