The Electron Spin as a Chiral Reagent

Tzuriel S. Metzger, Suryakant Mishra, Brian P. Bloom, Naama Goren, Avner Neubauer, Guy Shmul, Jimeng Wei, Shira Yochelis, Francesco Tassinari, Claudio Fontanesi, David H. Waldeck*, Yossi Paltiel, Ron Naaman

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

66 Scopus citations

Abstract

We show that enantioselective reactions can be induced by the electron spin itself and that it is possible to replace a conventional enantiopure chemical reagent by spin-polarized electrons that provide the chiral bias for enantioselective reactions. Three examples of enantioselective chemistry resulting from electron-spin polarization are presented. One demonstrates the enantioselective association of a chiral molecule with an achiral self-assembled monolayer film that is spin-polarized, while the other two show that the chiral bias provided by the electron helicity can drive both reduction and oxidation in enantiospecific electrochemical reactions. In each case, the enantioselectivity does not result from enantiospecific interactions of the molecule with the ferromagnetic electrode but from the polarized spin that crosses the interface between the substrate and the molecule. Furthermore, the direction of the electron-spin polarization defines the handedness of the enantioselectivity. This work demonstrates a new mechanism for realizing enantioselective chemistry.

Original languageAmerican English
Pages (from-to)1653-1658
Number of pages6
JournalAngewandte Chemie - International Edition
Volume59
Issue number4
DOIs
StatePublished - 20 Jan 2020

Bibliographical note

Publisher Copyright:
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • chiral-induced spin selectivity
  • chirality
  • electrochemistry
  • enantioselectivity
  • spin

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