Dynamic Spin-Controlled Enantioselective Catalytic Chiral Reactions

Tzuriel S. Metzger, Reema Siam, Yuval Kolodny, Naama Goren, Nir Sukenik, Shira Yochelis, Raed Abu-Reziq, David Avnir, Yossi Paltiel*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

14 Scopus citations


Enantioselective catalytic chiral reactions are important to all aspects of life sciences. Here we present the first utilization of the chiral induced spin selectivity (CISS) effect to form, enantioselectively, sp3 chiral centers in catalytic reactions, starting from achiral reagents. The enantiomeric symmetry is broken by affecting spin-controlled different reaction dynamics toward each of the enantiomers, using magnetic substrates. Two catalytic reactions are used for this purpose: a sulfide to sulfoxide oxidation and a Diels-Alder cycloaddition reaction, both catalyzed by hematite (Fe2O3). The proof of concept was evaluated by circular dichroism measurements and by chiral high-performance liquid chromatography techniques. These results provide direct evidence that the directionality of the electron spin can break enantiomeric symmetry, enabling asymmetric catalysis without using chiral reagents, solvents, or catalysts.

Original languageAmerican English
Pages (from-to)5469-5472
Number of pages4
JournalJournal of Physical Chemistry Letters
Issue number23
StatePublished - 17 Jun 2021

Bibliographical note

Funding Information:
T.S.M. acknowledges the support from The Samuel and Lottie Rudin Scholarship Foundation. D.A. acknowledges support of an NSF-BSF grant 2018622. Y.P. acknowledges the support from the MOST grant 0604517311, and Volkswagen Stiftung grant 7500016, and last but not least special thanks to Dr. Ron Shaar and to Dr. Yael Ebert from the Institute of Earth Sciences for the magnetic measurements.

Publisher Copyright:
© 2021 American Chemical Society.


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