Cited by Circularly polarized luminescence of talarolactones (+)/(−)-A and (+)/(−)-C: The application of CPL-calculation in stereochemical assignment

AC₃-symmetric triple oxa[6]helicene with circularly polarized luminescence featuring parallel transition dipole moments DOI

Jun Liu, Lihui Jiang, Hao Chang

et al.

Chemical Communications, Journal Year: 2022, Volume and Issue: 58(94), P. 13087 - 13090

Published: Jan. 1, 2022

We present the synthesis and characterization of first triple oxa[6]helicene with C3 symmetry. In contrast to reported D3-symmetric oxa[7]helicene, C3-symmetric analogue holds parallel electric magnetic transition dipole moments thus enhanced luminescence dissymmetry, shedding light on critical role molecular symmetry chiroptical response.

Language: Английский

Citations

Resolution of a Configurationally Stable Hetero[4]helicene DOI

Michela Lupi,

Martina Onori,

Stefano Menichetti

et al.

Molecules, Journal Year: 2022, Volume and Issue: 27(4), P. 1160 - 1160

Published: Feb. 9, 2022

We have developed an efficient chemical resolution of racemic hydroxy substituted dithia-aza[4]helicenes (DTA[4]H) 1(OH) using enantiopure acids as resolving agents. The better diastereomeric separation was achieved on esters prepared with (1S)-(-)-camphanic acid. Subsequent simple manipulations produced highly optically pure (≥ 99% enantiomeric excess) (P) and (M)-1(OH) in good yields. role the position where chiral auxiliary is inserted (cape- vs. bay-zone) structure acid used successful are discussed.

Language: Английский

Citations

Functionalization of the Octahydro-Binaphthol Skeleton: A Universal Strategy for Directly Constructing D–A Type Axially Chiral Biphenyl Luminescent Molecules DOI

Aiwei Jiang,

Hui‐Hui Cui, Li Zhang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(5), P. 3605 - 3611

Published: Feb. 16, 2024

D–A type axially chiral biphenyl luminescent molecules are directly constructed through ingenious functionalization of the octahydro-binaphthol skeleton without optical resolution. The circularly polarized organic light-emitting diodes based on them display remarkable electroluminescence emission, a high luminance >10 000 cd m–2, maximum external quantum efficiency 6.6%, and an extremely low-efficiency roll-off. This work provides universal strategy for developing efficient diverse emitters.

Language: Английский

Citations

Five‐Fold Symmetric Pentaindolo‐ and Pentakis(benzoindolo)Corannulenes: Unique Structural Dynamics Derived from the Combination of Helical and Bowl Inversions DOI

Koki Kise,

Shota Ooi, Hayate Saito

et al.

Angewandte Chemie, Journal Year: 2021, Volume and Issue: 134(1)

Published: Nov. 5, 2021

Abstract Peripherally π‐extended corannulenes bearing quintuple azahelicene units, 10 and 11 , were prepared their dynamic behaviors studied experimentally theoretically. The fused synthesized from sym ‐pentabromocorannulene in three steps. X‐Ray diffraction analysis for displayed a conformer possessing P(M) bowl chirality PPMPM ( PMPMM ) helical chirality, which was found to be the most stable conformer(s). Variable‐temperature NMR measurements of revealed that structural isomers can interconvertible solution, depending on steric congestion around scaffolds. Automated search conformers equilibrium transition states by Artificial Force Induced Reaction (AFIR) method interconversion networks, including bowl‐inversion helical‐inversion. This indicated co‐existing corannulene moieties influence conformational dynamics, leads mitigation activation energy barriers isomerization.

Language: Английский

Citations

Circularly polarized luminescence of talarolactones (+)/(−)-A and (+)/(−)-C: The application of CPL-calculation in stereochemical assignment DOI

Gui‐Yang Xia,

Lingyan Wang,

Huan Xia

et al.

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 33(9), P. 4253 - 4256

Published: March 11, 2022

Language: Английский

Citations