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Double π-Extended Undecabenzo[7]helicene

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Specialty Chemistry
Date 2021 Jan 7
PMID 33410247
Citations 14
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Abstract

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  cm at 573 nm. Optically pure 1 shows a record high electronic circular dichroism intensity in the visible spectral range (|Δϵ|=1375 M  cm 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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