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

Jinku Bai,

Yun‐Jia Shen

и другие.

Angewandte Chemie, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 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 .

Язык: Английский

Hexabenzoperylene‐Cored Double Thiahelicenes with Strong Luminescence DOI
Yuying Ma, Long Zhou, Jingyun Tan

и другие.

Advanced Optical Materials, Год журнала: 2024, Номер unknown

Опубликована: Дек. 16, 2024

Abstract Thiahelicenes, an important subclass of helicenes, are renowned for their pronounced chiroptical properties, particularly circular dichroism. However, the exploration circularly polarized luminescence (CPL) has been hindered due to inherently weak fluorescence, leaving a critical gap in development thiahelicenes as efficient CPL emitters. To address this limitation, novel strategy enhancing by integrating thiophene‐containing units with highly emissive hexabenzoperylene (HBP) core is presented. Two isomeric HBP‐cored double synthesized, which serve proof concept. These molecules exhibit exceptionally high fluorescence quantum yields ( Φ F = 83% and 91%), surpassing all previously reported thiahelicenes. Furthermore, dissymmetry factors show four‐fold enhancement compared parent HBP, resulting remarkable brightness up 84.9 M −1 cm . findings not only limitation but also establish new pathway developing high‐performance materials.

Язык: Английский

Процитировано

1

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

Yijian Ma,

Xian Feng,

Wenxiong Yu

и другие.

Molecules, Год журнала: 2024, Номер 29(17), С. 3999 - 3999

Опубликована: Авг. 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,

Язык: Английский

Процитировано

0

Synthesis and Characterization of Asymmetric Azatwistarenes with Chiroptical Property DOI

Yanjie Zhu,

Guofeng Chen,

Yanjun Deng

и другие.

Organic Letters, Год журнала: 2024, Номер 26(44), С. 9486 - 9491

Опубликована: Окт. 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.

Язык: Английский

Процитировано

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

и другие.

Molecules, Год журнала: 2024, Номер 29(22), С. 5335 - 5335

Опубликована: Ноя. 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.

Язык: Английский

Процитировано

0

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

Jinku Bai,

Yun‐Jia Shen

и другие.

Angewandte Chemie, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 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 .

Язык: Английский

Процитировано

0