Highly enantioselective synthesis controlled by spin-exchange interaction
We present a strategy to achieve absolute asymmetric catalysis that is effectively controlled by an external magnetic field via a spin-exchange reaction leveraging the chirality-induced spin selectivity effect. Using an external magnetic field to achieve asymmetric synthesis has long been desired. Here, we demonstrate 90% enantiomeric excess (ee) in [3 + 2] cycloadditions and 89% ee in aldol reactions, where the handedness of the product is determined by the ~±150 mT external magnetic polarization of a ferromagnet (FM). Our approach uses an enantioselective crystallization of racemic catalysts on a FM surface, using a small-scale crystallization vial connected to a bulk racemic solution. Racemic catalysts controllably crystallize into their respective enantiopure forms and are directly used in asymmetric reactions. Thus, we demonstrate that an external magnetic field can serve as a versatile symmetry-breaking tool to achieve highly enantioselective organic synthesis eliminating the need of any enantioenriched reagents.
Authors
- Jing Hua Gu (ORCID: https://orcid.org/0000-0002-5506-0049)
- Yong Sheng Yan (ORCID: https://orcid.org/0000-0001-6361-0541)
- Matthew C. Beard (ORCID: https://orcid.org/0000-0002-2711-1355)
- Melad Shaikh
- Isaac Hendrix
Institutions
- National Laboratory of the Rockies (US)
- San Diego State University (US)
Publication Details
- Journal
- Science Advances
- Published
- 2025-06-18
- DOI
- https://doi.org/10.1126/sciadv.adw5850
- Citations
- 5
- Primary Topic
- Molecular spectroscopy and chirality
- Type
- article
- Field-Weighted Citation Impact
- 3.78