Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 27, Issue 14, Pages 4477-4477Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202005358
Keywords
arenes; electronic spectra; helical inversion; molecular structure; pi-pi interactions
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Polycyclic aromatic compounds, synthesized by PtCl2-catalyzed cycloisomerization, have helical structures with significant stacking between the terminal anthracene moieties. As the number of fused anthracene units increases, the absorption and emission bands are red-shifted. The long-lived emission bands of the long analogues are explained by the excimer-like stabilization of the excited state.
Polycyclic aromatic compounds consisting of four or five fused anthracene units were synthesized by PtCl2-catalyzed cycloisomerization as novel long expanded helicenes. These compounds have helical structures with significant stacking of the terminal anthracene moieties at 0.33 nm interlayer distance. In the UV-vis and fluorescence spectra, the absorption and emission bands were red-shifted as the number of fused anthracene units was increased. The characteristic broad and long-lived emission bands of the long analogues are explained by the excimer-like stabilization of the excited state. These photophysical data as well as their cyclic voltammetric data are discussed on the basis of the pi-conjugation and interlayer pi...pi interactions in the molecular structures and the molecular orbitals. The barrier and mechanism of helical inversion are also reported.
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