Can Deep Learning Search for Exceptional Chiroptical Properties? The Halogenated [6]Helicene Case
The relationship between chemical structure and chiroptical properties is not always clearly understood. Nowadays, efforts to develop new systems with enhanced optical properties follow the trial-error method. A large number of data would allow us to obtain more robust conclusions and guide research toward molecules with practical applications. In this sense, in this work we predict the chiroptical properties of millions of halogenated [6]helicenes in terms of the rotatory strength (R). We have used DFT calculations to randomly create derivatives including from 1 to 16 halogen atoms, that were then used as a data set to train different deep neural network models. These models allow us to i) predict the R<sub>max</sub> for any halogenated [6]helicene with a very low computational cost, and ii) to understand the physical reasons that favour some substitutions over others. Finally, we synthesized derivatives with higher predicted R<sub>max</sub> obtaining excellent correlation among the values obtained experimentally and the predicted ones.
Authors
- Juan Gómez‐Romero (ORCID: https://orcid.org/0000-0003-0439-3692)
- Juan M. Cuerva (ORCID: https://orcid.org/0000-0001-6896-9617)
- Rafael G. Uceda (ORCID: https://orcid.org/0009-0001-4548-4868)
- Fátima Fernández-Álvarez (ORCID: https://orcid.org/0000-0002-6145-8838)
- Carlos M. Cruz (ORCID: https://orcid.org/0000-0002-0676-5210)
- Víctor Blanco (ORCID: https://orcid.org/0000-0002-6809-079X)
- Sandra Míguez‐Lago (ORCID: https://orcid.org/0000-0002-0424-3574)
- D. Miguel (ORCID: https://orcid.org/0000-0002-7876-3986)
- Alfonso Gijón (ORCID: https://orcid.org/0000-0002-7400-8182)
- Antonio J. Mota (ORCID: https://orcid.org/0000-0001-6137-1006)
- Luı́s Álvarez de Cienfuegos (ORCID: https://orcid.org/0000-0001-8910-4241)
- Miguel Molina-Solana (ORCID: https://orcid.org/0000-0001-5688-2039)
Institutions
- Universidad de Granada (ES)
- Instituto de Investigación Biosanitaria de Granada (ES)
- European Telecommunications Standards Institute (FR)
Publication Details
- Journal
- Angewandte Chemie International Edition
- Published
- 2024-09-27
- DOI
- https://doi.org/10.1002/anie.202409998
- Citations
- 11
- Primary Topic
- Synthesis and Properties of Aromatic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 2.75
Funders
- Universidad de Granada
- Junta de Andalucía
- European Regional Development Fund
- Agencia Estatal de Investigación