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The Electron Spin as a Chiral Reagent

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

Angewandte Chemie, 2020-01, Vol.132 (4), p.1670-1675 [Periódico revisado por pares]

Weinheim: Wiley Subscription Services, Inc

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Título:
The Electron Spin as a Chiral Reagent
Autor: Metzger, Tzuriel S. ; Mishra, Suryakant ; Bloom, Brian P. ; Goren, Naama ; Neubauer, Avner ; Shmul, Guy ; Wei, Jimeng ; Yochelis, Shira ; Tassinari, Francesco ; Fontanesi, Claudio ; Waldeck, David H. ; Paltiel, Yossi ; Naaman, Ron
Assuntos: Bias ; Chemical reactions ; Chemistry ; Chiral-induzierte Spinselektivität ; Chiralität ; Computer memory ; Electrochemistry ; Electron spin ; Electrons ; Elektrochemie ; Enantiomers ; Enantioselektivität ; Ferromagnetism ; Handedness ; Helicity ; Organic chemistry ; Oxidation ; Polarization ; Polarization (spin alignment) ; Reagents ; Spin ; Substrates
É parte de: Angewandte Chemie, 2020-01, Vol.132 (4), p.1670-1675
Notas: These authors contributed equally to this work.
Descrição: 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. Verdrehtes Elektron: Enantioselektive Reaktionen können durch den Elektronenspin induziert werden, der somit enantiomerenreine Reagenzien als Steuerer der Chiralität ersetzen kann. Drei Beispiele enantioselektiver Chemie in elektrochemischen Reaktionen, die aus der Polarisierung des Elektronenspins resultieren, werden vorgestellt. Die Richtung der Elektronenspin‐Polarisierung bestimmt zudem die Händigkeit der Enantioselektivität.
Editor: Weinheim: Wiley Subscription Services, Inc
Idioma: Inglês

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The Electron Spin as a Chiral Reagent

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

Weinheim: Wiley Subscription Services, Inc

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