Highly Enantioselective Synthesis Controlled by Spin-Exchange Interaction

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Abstract

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.
Original languageAmerican English
Number of pages7
JournalScience Advances
Volume11
Issue number25
DOIs
StatePublished - 2025

NLR Publication Number

  • NREL/JA-5F00-92753

Keywords

  • asymmetric synthesis
  • chirality
  • CISS
  • synthesis

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