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一个 π-扩展的十五并苯[9]螺旋芳烃。

A π-Extended Pentadecabenzo[9]Helicene.

机构信息

College of Chemistry, Beijing Normal University, No. 19, XinJieKouWai St, HaiDian District, Beijing, 100875, P. R. China.

College of Chemistry and Chemical Engineering, Hubei Key Laboratory of Pollutant Analysis and Reuse Technology, Hubei Normal University, Huangshi, 435002, P. R. China.

出版信息

Angew Chem Int Ed Engl. 2023 Apr 3;62(15):e202300840. doi: 10.1002/anie.202300840. Epub 2023 Mar 3.

DOI:10.1002/anie.202300840
PMID:36792540
Abstract

A novel chiral nanographene (i.e. EP9H) with a pentadecabenzo[9]helicene core fragment has been synthesized and fully characterized. Single-crystal X-ray diffraction unambiguously confirms the helical structure. The fluorescence emission of EP9H is located in the near infrared region (λ =684 nm) with a medium quantum yield (0.10) for helicene derivatives. Cyclic voltammetry reveals its seven quasi-reversible redox states from -2 to +5. Furthermore, enantiopure EP9H displays distinct CD signals in a broad spectral range from 300 to 700 nm. Notably, compared to the reported small organic molecules, EP9H displays an outstanding |g | value of 4.50×10 and B as 304 M cm .

摘要

一种新型手性纳米石墨烯(即 EP9H)已被合成并进行了全面表征,其核心片段为十五苯并[9]螺旋烯。单晶 X 射线衍射明确证实了其螺旋结构。EP9H 的荧光发射位于近红外区域(λ=684nm),对于螺旋烯衍生物而言,其荧光量子产率处于中等水平(0.10)。循环伏安法揭示了其从-2 到+5 的七个准可逆氧化还原态。此外,手性纯 EP9H 在 300 至 700nm 的宽光谱范围内显示出明显的圆二色性信号。值得注意的是,与已报道的小分子相比,EP9H 显示出高达 4.50×10 的|g|值和 304M cm 的 B 值。

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