Helicene Appended Benzothiadiazoles as Chiral Emitters DOI Creative Commons
Kévin Martin,

Tal Aharon,

Maurizio Mastropasqua Talamo

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(42)

Published: May 21, 2024

A homologous series of 4,7-bis(aryl) substituted benzothiadiazole (BTD) compounds, containing the helicenic derivatives bis([4]helicene), bis([5]helicene) and bis([6]helicene), have been prepared upon a double Suzuki coupling between 3,6-bis(pinacolyl-borane)-BTD corresponding bromo-aryl precursors. The single crystal X-ray structure bis([4]helicene) compound shows existence both helicities (M) (P) on same molecule. All compounds are highly emissive in solution, with quantum yields emission ranging from 50 to 91 %. enantiopure (M,M) (P,P) for BTD-bis([6]helicene) 2-bromo-[6]helicene Their chiroptical properties investigated correlation density functional theory (DFT) calculations, which allowed confidently assign absolute configuration helicene arms characterize different electronic transitions, including low energy charge transfer excitation helicenes BTD. enantiomerically pure fluorophores (M,M)- (P,P)-BTD-bis([6]helicene), exist solution as two main conformers, according DFT show CPL activity g

Language: Английский

Pentatomic carbon ring conjugated nitrogen-doped nanographene DOI Creative Commons

Jinku Bai,

Xiao Xu,

Xinyue Wang

et al.

Materials Advances, Journal Year: 2024, Volume and Issue: 5(3), P. 1028 - 1032

Published: Jan. 1, 2024

A N-doped nanographene 1 was synthesized. Compared to the hexatomic carbon ring conjugated TB(phen), this study focuses on effects corresponding pentatomic conjugation and substituent group of physical properties.

Language: Английский

Citations

3
Polyaryl substituted imidazobenzothiadiazoles as multifunctional organic fluorescent materials for visualization of latent fingerprints and lysosome staining DOI

Zhen-Xing Yu,

Shihao Liu, Hao Zhang

et al.

Dyes and Pigments, Journal Year: 2023, Volume and Issue: 214, P. 111213 - 111213

Published: March 7, 2023

Language: Английский

Citations

6
Mechanistic investigations of polyaza[7]helicene in photoredox and energy transfer catalysis DOI Creative Commons
Johannes Rocker, Till J. B. Zähringer, Matthias Schmitz

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 20, P. 1236 - 1245

Published: May 28, 2024

Organic photocatalysts frequently possess dual singlet and triplet photoreactivity a thorough photochemical characterization is essential for efficient light-driven applications. In this article, the mode of action polyazahelicene catalyst (Aza-H) was investigated using laser flash photolysis (LFP). The study revealed that chromophore can function as singlet-state photoredox in sulfonylation/arylation styrenes sensitizer energy transfer catalysis. lifetime sufficiently long to exploit exceptional excited state reduction potential activation 4-cyanopyridine. Photoinduced electron generating radical cation directly observed confirming previously proposed mechanism three-component reaction. Several steps cycle were separately, providing deep insights into complex mechanism. triplet-excited Aza-H, which studied with quantitative LFP, formed quantum yield 0.34. pronounced formation exploited isomerization reaction ( E )-stilbene Z -isomer cyclization cinnamyl chloride. Catalyst degradation mainly occurs through long-lived Aza-H (28 µs), but photostability greatly increased when efficiently reacts catalytic such turnover numbers exceeding 4400 are achievable organocatalyst.

Language: Английский

Citations

1
Helicene Appended Benzothiadiazoles as Chiral Emitters DOI Creative Commons
Kévin Martin,

Tal Aharon,

Maurizio Mastropasqua Talamo

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(42)

Published: May 21, 2024

A homologous series of 4,7-bis(aryl) substituted benzothiadiazole (BTD) compounds, containing the helicenic derivatives bis([4]helicene), bis([5]helicene) and bis([6]helicene), have been prepared upon a double Suzuki coupling between 3,6-bis(pinacolyl-borane)-BTD corresponding bromo-aryl precursors. The single crystal X-ray structure bis([4]helicene) compound shows existence both helicities (M) (P) on same molecule. All compounds are highly emissive in solution, with quantum yields emission ranging from 50 to 91 %. enantiopure (M,M) (P,P) for BTD-bis([6]helicene) 2-bromo-[6]helicene Their chiroptical properties investigated correlation density functional theory (DFT) calculations, which allowed confidently assign absolute configuration helicene arms characterize different electronic transitions, including low energy charge transfer excitation helicenes BTD. enantiomerically pure fluorophores (M,M)- (P,P)-BTD-bis([6]helicene), exist solution as two main conformers, according DFT show CPL activity g

Language: Английский

Citations

0