Synthesis and Characterization of Asymmetric Azatwistarenes with Chiroptical Property DOI

Yanjie Zhu,

Guofeng Chen,

Yanjun Deng

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(44), P. 9486 - 9491

Published: Oct. 28, 2024

Three novel azatwistarenes 5a, 8, and 13 have been synthesized via the Povarov reaction fully characterized. All of enantiomers were separated using chiral high-performance liquid chromatography, their optical properties investigated through circular dichroism circularly polarized luminescence spectra. In addition, such desired a positive response to acid in dichloromethane.

Language: Английский

Theoretical Study on Vibrationally Resolved Electronic Spectra of Chiral Nanographenes DOI Creative Commons

Yijian Ma,

Xian Feng,

Wenxiong Yu

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(17), P. 3999 - 3999

Published: Aug. 23, 2024

Nanographenes are of increasing importance owing to their potential applications in the photoelectronic field. Meanwhile, recent studies have primarily focused on pure electronic spectra nanographenes, which been found be inadequate for describing experimental that contain vibronic progressions. In this study, we effect transition a range chiral especially low-energy regions with distinct progressions, using theoretical calculations. All calculations were performed at PBE0-D3(BJ)/def2-TZVP level theory, adopting both time-dependent and time-independent approaches Franck-Condon approximation. The resulting calculated curves exhibited good alignment data. Notably, nanographenes incorporating helicene units,

Language: Английский

Citations

0

A Theoretical Study of Positively Curved Circulenes Embedded with Five-Membered Heterocycles: Structures and Inversions DOI Creative Commons

Yijian Ma,

Tianao Dai, Chengshuo Shen

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(22), P. 5335 - 5335

Published: Nov. 13, 2024

Recently, polycyclic arenes with positive curvature have gained increasing significance in the field of material chemistry. This study specifically explores inversion barriers a series positively curved circulenes by using five-membered heterocycles integrated into backbone primitive [5]circulenes and [6]circulenes. For hetero[5]circulenes, where one benzenoid ring is replaced heterocycle, exhibit strong correlation rotary angles heterocycles, larger result lower barriers. Additionally, aromaticity circulene undergoes significant reduction during process. As number n rings increases, can be adjusted, demonstrating an almost linear relationship n. In case hetero[6]circulenes, molecules bearing small also show curvatures. Furthermore, we examine between radii fitted sphere for barriers, revealing intriguing inverse proportionality fourth power radius barrier. We anticipate that this research will offer fresh perspective on studies related to arenes.

Language: Английский

Citations

0

A Carbazole‐Centered Expanded Helicene Stabilized with Hexabenzocoronene (HBC) Units DOI Open Access
Xinyue Wang,

Jinku Bai,

Yun‐Jia Shen

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 18, 2024

Abstract The synthesis and stabilization of heteroatom‐doped nanocarbon molecules, such as carbazole‐containing (super)helicenes, present significant challenges due to the complexities involved in maintaining structural integrity electronic functionality. In this study, we successfully synthesized a carbazole‐centered expanded tris‐hexabenzo[7]helicene ( 1 ) via facile FeCl 3 ‐mediated Scholl coupling reaction. exhibits both chemical chiral stability demonstrates fluorescence at 628 nm with quantum yield 0.40. Additionally, enantiomers display pronounced chiroptical properties, including distinct circular dichroism (CD) signal spanning from 300 600 nm. absorption dissymmetry factor (| g abs |) is determined be 2.98×10 −3 , while circularly polarized luminescence brightness B CPL measured 32.50 M −1 cm .

Language: Английский

Citations

0

Synthesis and Characterization of Asymmetric Azatwistarenes with Chiroptical Property DOI

Yanjie Zhu,

Guofeng Chen,

Yanjun Deng

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(44), P. 9486 - 9491

Published: Oct. 28, 2024

Three novel azatwistarenes 5a, 8, and 13 have been synthesized via the Povarov reaction fully characterized. All of enantiomers were separated using chiral high-performance liquid chromatography, their optical properties investigated through circular dichroism circularly polarized luminescence spectra. In addition, such desired a positive response to acid in dichloromethane.

Language: Английский

Citations

0