Double π-Extended Undecabenzo[7]helicene
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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.
Tether-entangled conjugated helices.
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PMID: 39355229 PMC: 11440437. DOI: 10.1039/d4sc04796f.
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PMID: 39274847 PMC: 11396777. DOI: 10.3390/molecules29173999.
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PMID: 39064941 PMC: 11279907. DOI: 10.3390/molecules29143363.
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PMID: 37730724 PMC: 10511729. DOI: 10.1038/s41467-023-41467-4.
Construction of hexabenzocoronene-based chiral nanographenes.
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PMID: 37284588 PMC: 10241098. DOI: 10.3762/bjoc.19.54.