Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 14, Pages 7796-7801Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202014621
Keywords
chiral nanographene; chiroptical property; extended conjugation; helicene; PAH
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Funding
- National Natural Science Foundation of China [91956118, 21871298]
- Sun Yat-Sen University
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The study presents the first double pi-extended undecabenzo[7]helicene 1, a large chiral nanographene with unique photophysical properties, contrasting sharply with the mono-undecabenzo[7]helicene derivative 2.
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.
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