A rational framework to estimate the chiroptical activity of [6]Helicene Derivatives
Fuente:
arXiv
Saved in:
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Preprint |
| Published: |
2025
|
| Subjects: | |
| Online Access: | |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1866912188335128576 |
|---|---|
| author | Vanzan, Mirko Bertuletti, Susanna Bazan, Belen Rispens, Minze T. Wan, Steven I. C. Leeman, Michel Noorduin, Willem L. Baletto, Francesca |
| author_facet | Vanzan, Mirko Bertuletti, Susanna Bazan, Belen Rispens, Minze T. Wan, Steven I. C. Leeman, Michel Noorduin, Willem L. Baletto, Francesca |
| contents | Helicenes are a class of molecules potentially suitable in several technological applications with intrinsic structural chirality which makes them interesting scaffolds for chiroptical properties. As desirable is tuning chiroptical property by synthesis, we combine experimental optical characterization and ab-initio calculations to study how different substituents influence the optical properties of [6]helicene. We explore anchoring groups presenting a variety of sizes and chemical nature, finding that both electron withdrawing and donating groups redshift and dwindle the optical activity of the molecule. We suggest the observed dumping in transitions energy and intensity is connected to the strength of the perturbation induced by the substituent on the pi-conjugation of the aromatic rings. Such observations demonstrate how helicenes' chiroptical properties can be fine-tuned via stereochemical control of the substituents and validates a simple yet effective computational setup to model the optics of those systems. |
| format | Preprint |
| id |
arxiv_https___arxiv_org_abs_2501_08048 |
| institution | arXiv |
| publishDate | 2025 |
| record_format | arxiv |
| spellingShingle | A rational framework to estimate the chiroptical activity of [6]Helicene Derivatives Vanzan, Mirko Bertuletti, Susanna Bazan, Belen Rispens, Minze T. Wan, Steven I. C. Leeman, Michel Noorduin, Willem L. Baletto, Francesca Materials Science Helicenes are a class of molecules potentially suitable in several technological applications with intrinsic structural chirality which makes them interesting scaffolds for chiroptical properties. As desirable is tuning chiroptical property by synthesis, we combine experimental optical characterization and ab-initio calculations to study how different substituents influence the optical properties of [6]helicene. We explore anchoring groups presenting a variety of sizes and chemical nature, finding that both electron withdrawing and donating groups redshift and dwindle the optical activity of the molecule. We suggest the observed dumping in transitions energy and intensity is connected to the strength of the perturbation induced by the substituent on the pi-conjugation of the aromatic rings. Such observations demonstrate how helicenes' chiroptical properties can be fine-tuned via stereochemical control of the substituents and validates a simple yet effective computational setup to model the optics of those systems. |
| title | A rational framework to estimate the chiroptical activity of [6]Helicene Derivatives |
| topic | Materials Science |
| url | https://arxiv.org/abs/2501.08048 |