Challenges in the Direct Detection of Chirality‐induced Spin Selectivity: Investigation of Foldamer‐based Donor‐acceptor Dyads

Over the past two decades, the chirality‐induced spin selectivity (CISS) effect was reported in several experiments disclosing a unique connection between chirality and electron spin. Recent theoretical works highlighted time‐resolved Electron Paramagnetic Resonance (trEPR) as a powerful tool to dir...

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Bibliographic Details
Published in:Chemistry : a European journal 2023-12, Vol.29 (69), p.e202301005-n/a
Main Authors: Privitera, Alberto, Faccio, Davide, Giuri, Demetra, Latawiec, Elisabeth I., Genovese, Damiano, Tassinari, Francesco, Mummolo, Liviana, Chiesa, Mario, Fontanesi, Claudio, Salvadori, Enrico, Cornia, Andrea, Wasielewski, Michael R., Tomasini, Claudia, Sessoli, Roberta
Format: Article
Language:English
Subjects:
Chemistry
Chirality
CISS effect
Dipole moments
donor/acceptor dyads
Electric dipoles
Electron paramagnetic resonance
Electron spin
Electron spin resonance
Electron transfer
Fullerenes
photophysics
Polarization (spin alignment)
polypeptide
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Summary:Over the past two decades, the chirality‐induced spin selectivity (CISS) effect was reported in several experiments disclosing a unique connection between chirality and electron spin. Recent theoretical works highlighted time‐resolved Electron Paramagnetic Resonance (trEPR) as a powerful tool to directly detect the spin polarization resulting from CISS. Here, we report a first attempt to detect CISS at the molecular level by linking the pyrene electron donor to the fullerene acceptor with chiral peptide bridges of different length and electric dipole moment. The dyads are investigated by an array of techniques, including cyclic voltammetry, steady‐state and transient optical spectroscopies, and trEPR. Despite the promising energy alignment of the electronic levels, our multi‐technique analysis reveals no evidence of electron transfer (ET), highlighting the challenges of spectroscopic detection of CISS. However, the analysis allows the formulation of guidelines for the design of chiral organic model systems suitable to directly probe CISS‐polarized ET. Direct spectroscopic detection of the chirality‐induced spin selectivity (CISS) effect can shed light on the complex relationship between chirality and electron spin. This work deals with the photophysical investigation of novel D‐χ‐A dyads, comprising pyrene (D) and fullerene (A) connected by chiral saturated peptide bridges (χ) of different length and electric dipole moment.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.202301005