(BO) <sub>2</sub> ‐Doped Tetrathia[7]helicene: A Configurationally Stable Blue Emitter

نویسندگان

چکیده

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

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ژورنال

عنوان ژورنال: Angewandte Chemie

سال: 2022

ISSN: ['1521-3773', '1433-7851', '0570-0833']

DOI: https://doi.org/10.1002/ange.202215468