التفاصيل البيبلوغرافية
| العنوان: |
Amplification of Dissymmetry Factors in π‑Extended [7]- and [9]Helicenes |
| المؤلفون: |
Zijie Qiu (3367016), Cheng-Wei Ju (9142674), Lucas Frédéric (10327063), Yunbin Hu (1719562), Dieter Schollmeyer (586668), Grégory Pieters (1946593), Klaus Müllen (1264797), Akimitsu Narita (1408408) |
| سنة النشر: |
2021 |
| المجموعة: |
Smithsonian Institution: Digital Repository |
| مصطلحات موضوعية: |
Biophysics, Biochemistry, Cell Biology, Pharmacology, Biotechnology, Evolutionary Biology, Sociology, Chemical Sciences not elsewhere classified, Physical Sciences not elsewhere classified, helical structures, chiroptical properties, luminescence brightness, novel π-, aryl rearrangements, X-ray crystal structure analysis, regioselective cyclodehydrogenation, helicenes display, helical length, photophysical properties, Dissymmetry Factors, enantiomers 4 |
| الوصف: |
π-Extended helicenes constitute an important class of polycyclic aromatic hydrocarbons with intrinsic chirality. Herein, we report the syntheses of π-extended [7]helicene 4 and π-extended [9]helicene 6 through regioselective cyclodehydrogenation in high yields, where a “prefusion” strategy plays a key role in preventing undesirable aryl rearrangements. The unique helical structures are unambiguously confirmed by X-ray crystal structure analysis. Compared to the parent pristine [7]helicene and [9]helicene, these novel π-extended helicenes display significantly improved photophysical properties, with a quantum yield of 0.41 for 6 . After optical resolution by chiral high-performance liquid chromatography, the chiroptical properties of enantiomers 4 - P / M and 6 - P / M are investigated, revealing that the small variation in helical length from [7] to [9] can cause an approximately 10-fold increase in the dissymmetry factors. The circularly polarized luminescence brightness of 6 reaches 12.6 M –1 cm –1 as one of the highest among carbohelicenes. |
| نوع الوثيقة: |
article in journal/newspaper |
| اللغة: |
unknown |
| Relation: |
https://figshare.com/articles/journal_contribution/Amplification_of_Dissymmetry_Factors_in_Extended_7_-_and_9_Helicenes/14245249 |
| DOI: |
10.1021/jacs.0c13197.s001 |
| الاتاحة: |
https://doi.org/10.1021/jacs.0c13197.s001 |
| Rights: |
CC BY-NC 4.0 |
| رقم الانضمام: |
edsbas.C9FDF862 |
| قاعدة البيانات: |
BASE |