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10-Mesityl-1,8-diphenylanthracene Dimer: Synthesis, Structure, and Properties
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2018-03-02 00:00:00 , DOI: 10.1021/acs.joc.8b00200
Atsumi Shirai 1 , Hiroto Sano 1 , Yuki Nakamura 1 , Masataka Takashika 1 , Hiroyuki Otani 1 , Masashi Hasegawa 2 , Shin-ichiro Kato 3 , Masahiko Iyoda 4
Affiliation  

Macrocyclic 10-mesityl-1,8-diphenylanthracene dimer 4 was synthesized by using the electron-transfer oxidation of Lipshutz cuprate derived from 1,8-bis(4-bromophenyl)-10-mesityl-anthracene 7 in moderate yield. This dimer 4 is a considerably fluorescent molecule (ΦF 0.40) with high thermal, photo, and air stability. The X-ray analysis of 4 revealed a unique structure with a small inner cavity which can incorporate a small molecule or atom. 1H NMR spectra in solution and emission spectra of 4 in the solid state showed that copper(I) ion was incorporated to form a 1:1 complex 4·CuOTf, whereas silver(I) ion only weakly interacted with 4 under similar conditions.

中文翻译:

10-Mesityl-1,8-二苯基蒽二聚体:合成,结构与性质

通过使用1,8-双(4-溴苯基)-10-间苯二甲蒽7衍生的Lipshutz铜酸盐的电子转移氧化,以中等收率合成了大环的10-间甲-1,8-二苯并蒽二聚体4。此二聚物4是一个相当荧光分子(Φ ˚F 0.40)具有高的热,光,和空气中的稳定性。对4的X射线分析显示其独特的结构具有小的内部空腔,该空腔可以包含一个小的分子或原子。溶液中的1 H NMR光谱和固态的4的发射光谱表明,铜(I)离子被掺入以形成1:1络合物4 ·CuOTf,而银(I)离子仅与4在类似条件下。
更新日期:2018-03-02
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