(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 %).
منابع مشابه
A boron-doped helicene as a highly soluble, benchtop-stable green emitter.
The high-yield synthesis of a boron-doped [4]helicene was achieved through a Ni-mediated Yamamoto C-C-coupling reaction; the moderate distortion of the molecular scaffold confers excellent solubility to the air- and water-stable green luminophore.
متن کاملConfigurationally stable propeller-like triarylphosphine and triarylphosphine oxide.
Configurationally stable, propeller-like triarylphosphine and triarylphosphine oxide can be synthesized; a chiral scaffold based on Lissoclinum-cyclopeptides linked via three peptide bonds with a triphenylphosphine and triphenylphosphine oxide moiety, respectively, prevents effectively epimerization at the chiral phosphorus atom.
متن کاملStereoselective synthesis of configurationally stable functionalized ethano-bridged Tröger bases.
New functionalized ethano-bridged Tröger bases are readily prepared using a simple alkylation/rearrangement sequence which affords configurationally stable derivatives as single stereoisomers (de > 96%).
متن کاملThermodynamically stable blue phases.
We show theoretically that flexoelectricity stabilizes blue phases in chiral liquid crystals. Induced internal polarization reduces the elastic energy cost of splay and bend deformations surrounding singular lines in the director field. The energy of regions of double twist is unchanged. This in turn reduces the free energy of the blue phase with respect to that of the chiral nematic phase, lea...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Angewandte Chemie
سال: 2022
ISSN: ['1521-3773', '1433-7851', '0570-0833']
DOI: https://doi.org/10.1002/ange.202215468