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

Chiral nanographenes exhibiting circularly polarized luminescence DOI Creative Commons
V. Ravi Kumar,

J. Páez,

Sandra Míguez‐Lago

et al.

Chemical Society Reviews, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Chiral nanographenes: molecular architecture, key constituents, and their circularly polarized luminescence.

Language: Английский

Citations

0
A Boron-Doped Triple Helicene: Synthesis, Structure, and Optoelectronic Properties DOI
Wenting Sun, Xinyu Tian, Kaiqi Ye

et al.

Dyes and Pigments, Journal Year: 2025, Volume and Issue: 240, P. 112861 - 112861

Published: April 28, 2025

Language: Английский

Citations

0
Recent Advances in the Syntheses of Helicene-Based Molecular Nanocarbons via the Scholl Reaction DOI Open Access
Xing-Yu Chen, Jikun Li, Xiaoye Wang

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 41(11), P. 4105 - 4105

Published: Jan. 1, 2021

Molecular nanocarbon materials with well-defined structures constructed through organic synthesis have attracted much attention in recent years, exhibiting unique properties and broad applications many areas.The combination of helicenes molcular nanocarbons generates a fancinating type chiral molecular potential the fields optics, optoelectronics spintronics etc.However, it is greart challenge to synthesize these molecules due large intramolecular strain special helical structure.Among various synthetic strategies, Scholl reaction possesses advantages mild conditions high efficiency.In this review, advances syntheses helicene-based via are summarized, our perspectives stimulate further development also provided.

Language: Английский

Citations

20
[5]Helicene-based chiral triarylboranes with large luminescence dissymmetry factors over a 10−2 level: synthesis and design strategy via isomeric tuning of steric substitutions DOI
Fei Zhao, Jingyi Zhao, Yu Wang

et al.

Dalton Transactions, Journal Year: 2022, Volume and Issue: 51(16), P. 6226 - 6234

Published: Jan. 1, 2022

Constructing chiral luminescent systems with both large luminescence dissymmetry factor (glum) and high luminous efficiency has been considered a great challenge. We herein describe highly efficient approach to sterically stabilize the helical configurations of carbo[5]helicenes for improved CPL properties in series π-donor π-acceptor substituted [5]helicenes (1, 2, 3, 4 5). Enabled by ortho-installation methyl groups as well steric effects triarylamine (Ar3N) triarylborane (Ar3B) handles meta-substituted [5]helicenes, their optical resolution into enantiomers accomplished using preparative HPLC. The molecular chirality can be transferred Ar3B Ar3N light emitters, which allowed further investigations chiroptics, including rotation, circular dichroism (CD) circularly polarized (CPL). Remarkably, demonstrated display dramatically enhanced performance much larger glum (>1.2 × 10-2) an increased emission quantum (ΦS = 0.75) compared other analogues, result isomeric tuning substitutions differential electronic effects. These experimentally observed activities were rationalized TD-DFT computations angle (θμ,m) between electric magnetic transition dipole moments excited states. In addition, conspicuous intramolecular donor-acceptor charge transfer led thermal responses emissions 2 over broad temperature range.

Language: Английский

Citations

13
Synthesis and Chiroptical Properties of Binaphthyl‐Hinged [5]Helicenes DOI Creative Commons
Masashi Hasegawa, Yuki Nojima, Yuuya Nagata

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(36)

Published: July 29, 2023

Abstract The synthesis, structure, and circularly polarized luminescence (CPL) of two types shape‐persistent [5]helicenes, hinged by a tethered (−OCH 2 CH O−) or untethered 3 ) binaphthyl, are reported. binaphthyl tethering system facilitated an effective Wittig ring‐closure reaction in the synthesis macrocyclic precursor, which could be easily converted to title compound via successive photocyclization. groups were replaced with −OCH treatment BBr followed methylation. Both compounds exhibited similar spectra, their longest wavelength absorption band low intensity was attributed transition from HOMO LUMO+1. These CPL higher dissymmetry factors g lum values than unlocked helicenes.

Language: Английский

Citations

8
Synthesis, Crystal Analysis, and Physical Properties of Double [6]helicene-Containing Heteroarenes with Circularly Polarized Luminescence DOI

Wei Wang,

Xueqing Li,

Zewei Qi

et al.

Organic Letters, Journal Year: 2022, Volume and Issue: 25(9), P. 1343 - 1347

Published: Dec. 30, 2022

Two novel helical heteronanographenes bearing a [6]helicene unit (3a and 5a) have been synthesized, their molecular structures are unambiguously determined via single-crystal X-ray diffraction analyses. Density functional theory calculations suggest that the as-prepared compounds isomerization barriers of 29.02 kcal/mol for 3a 34.07 5a, respectively. Optical enantiomers 5a exhibit appealing chiroptical properties.

Language: Английский

Citations

12
Chiroluminophores based on non-conjugated benzenes DOI
Yiping Liu,

Aiyou Hao,

Pengyao Xing

et al.

Science China Chemistry, Journal Year: 2023, Volume and Issue: 66(7), P. 2130 - 2140

Published: May 17, 2023

Language: Английский

Citations

6
Effects of Heterocyclic Ring Fusion and Chain Elongation on Chiroptical Properties of Polyaza[9]helicene: A Computational Study DOI
Bishwanath Mahato, Aditya N. Panda

The Journal of Physical Chemistry A, Journal Year: 2022, Volume and Issue: 126(8), P. 1412 - 1421

Published: Feb. 22, 2022

In the present work, effect of lateral and helical extensions on physical chiroptical properties azahelicenes is reported. Starting with experimentally reported polyaza[9]helicene (9Ha), three derivatives, two laterally fused electron-withdrawing rings third larger length, are designed. For excited-state such as UV-vis CD spectra, performances different DFT functionals evaluated by comparing energies characters excited states against ADC(2) results. CPL calculated at level. Among designed systems, pyrazine-based 9HaP shows an improved gCPL value compared to that for parent 9Ha. However, quinoxaline-based 9HaQ found be worst emitter lowest dissymmetry factor. The helically extended derivative, 11Ha, good results, but remains smaller than system. results analyzed in terms electric dipole transition moment (EDTM) magnetic (MDTM) vectors, angles between these vectors.

Language: Английский

Citations

9
Circularly Polarized Luminescence from Schiff‐base [4]Helicene Boron Complexes DOI
Masahiro Ikeshita, Shinya Watanabe,

Seika Suzuki

et al.

Chemistry - An Asian Journal, Journal Year: 2023, Volume and Issue: 19(4)

Published: Dec. 23, 2023

Abstract Boron complexes with Schiff‐base [4]helicene ligands were synthesized. These characterized by NMR spectroscopy and their helical molecular structures unequivocally established X‐ray diffraction (XRD) analysis. The boron exhibited efficient photoluminescence under UV irradiation, the circularly polarized luminescence (CPL) properties investigated for optically pure samples. Density functional theory (DFT) calculations conducted to further understand photophysical including chiroptical responses.

Language: Английский

Citations

5
Chiral binaphthylamine based emitters with donor-acceptor structures: Facile synthesis and circularly polarized luminescence DOI
Qi Meng,

Qingxia Feng,

Liwen Cui

et al.

Dyes and Pigments, Journal Year: 2022, Volume and Issue: 199, P. 110085 - 110085

Published: Jan. 10, 2022

Language: Английский

Citations

8