Double π-Extended Undecabenzo[7]helicene

被引:85
作者
Chen, Ying [1 ]
Lin, Chaojun [1 ]
Luo, Zhixing [1 ]
Yin, Zhibo [1 ]
Shi, Haonan [1 ]
Zhu, Yanpeng [1 ]
Wang, Jiaobing [1 ]
机构
[1] Sun Yat Sen Univ, Sch Chem, Guangzhou 510275, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
chiral nanographene; chiroptical property; extended conjugation; helicene; PAH;
D O I
10.1002/anie.202014621
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This work reports the first double pi-extended undecabenzo[7]helicene 1, which is a large chiral nanographene, composed of 65 fused rings and 186 conjugated carbon atoms. The molecular identity of 1 has been confirmed by single crystal X-ray diffraction. A wine coloured solution of 1 in dichloromethane absorbs light from ultraviolet to the near infrared, featuring an extremely large molar absorption coefficient of 844 000 M-1 cm(-1) at 573 nm. Optically pure 1 shows a record high electronic circular dichroism intensity in the visible spectral range (|Delta epsilon|=1375 M-1 cm(-1) at 430 nm) known for any discrete polycyclic aromatic hydrocarbon. These unusual photophysical properties of 1 contrast sharply with those of a mono-undecabenzo[7]helicene derivative 2.
引用
收藏
页码:7796 / 7801
页数:6
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