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Double π‐Extended Undecabenzo[7]helicene
Author(s) - 
Chen Ying, 
Lin Chaojun, 
Luo Zhixing, 
Yin Zhibo, 
Shi Haonan, 
Zhu Yanpeng, 
Wang Jiaobing
Publication year - 2021
Publication title - 
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202014621
Subject(s) - helicene , fluorescence , crystallography , absorption (acoustics) , conjugated system , materials science , ultraviolet , circular dichroism , crystal (programming language) , chemistry , dichloromethane , photochemistry , molecule , optics , organic chemistry , polymer , optoelectronics , physics , programming language , solvent , computer science , composite material
This work reports the first double π‐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 (|Δ ϵ |=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 .
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