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- W4309784086 abstract "Helicenes combine two central themes in chemistry: extended π-conjugation and chirality. Hetero-atom doping preserves both characteristics and allows modulation of the electronic structure of a helicene. Herein, we report the (BO)2-doped tetrathia[7]helicene 1, which was prepared from 2-methoxy-3,3′-bithiophene in four steps. 1 is formally derived by substituting two (Mes)B−O moieties in place of (H)C=C(H) fragments in two benzene rings of the parent tetrathia[7]helicene. X-ray crystallography revealed a dihedral angle of 50.26(9)° between the two terminal thiophene rings. The (P)-/(M)-1 enantiomers were separated by chiral HPLC and are configurationally stable at room temperature. The experimentally determined enantiomerization barrier of 27.4±0.1 kcal mol−1 is lower than that of tetrathia[7]helicene (39.4±0.1 kcal mol−1). The circular dichroism spectra of (P)- and (M)-1 show a perfect mirror-image relationship. 1 is a blue emitter (λem=411 nm) with a photoluminescence quantum efficiency of ΦPL=6 % (cf. tetrathia[7]helicene: λem≈405 nm, ΦPL=5 %)." @default.
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- W4309784086 date "2022-12-20" @default.
- W4309784086 modified "2023-10-01" @default.
- W4309784086 title "(BO) <sub>2</sub> ‐Doped Tetrathia[7]helicene: A Configurationally Stable Blue Emitter" @default.
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- W4309784086 doi "https://doi.org/10.1002/ange.202215468" @default.
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