Weakly Self‐Assembled [6]Helicenes: Circularly Polarized Light and Spin Filtering Properties

Self‐assembling features, chiroptical activity, and spin filtering properties are reported for 2,15‐ and 4,13‐disubstituted [6]helicenes decorated in their periphery with 3,4,5‐tris(dodecyloxy)‐ N ‐(4‐ethynylphenyl)benzamide moieties. The weak non‐covalent interaction between these units conditions...

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Veröffentlicht in:Chemistry : a European journal 2023-11, Vol.29 (63), p.e202302254-e202302254
Hauptverfasser: Rodríguez, Rafael, Naranjo, Cristina, Kumar, Anil, Dhbaibi, Kais, Matozzo, Paola, Camerel, Franck, Vanthuyne, Nicolas, Gómez, Rafael, Naaman, Ron, Sánchez, Luis, Crassous, Jeanne
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container_end_page e202302254
container_issue 63
container_start_page e202302254
container_title Chemistry : a European journal
container_volume 29
creator Rodríguez, Rafael
Naranjo, Cristina
Kumar, Anil
Dhbaibi, Kais
Matozzo, Paola
Camerel, Franck
Vanthuyne, Nicolas
Gómez, Rafael
Naaman, Ron
Sánchez, Luis
Crassous, Jeanne
description Self‐assembling features, chiroptical activity, and spin filtering properties are reported for 2,15‐ and 4,13‐disubstituted [6]helicenes decorated in their periphery with 3,4,5‐tris(dodecyloxy)‐ N ‐(4‐ethynylphenyl)benzamide moieties. The weak non‐covalent interaction between these units conditions the corresponding circularly polarized luminescence and spin polarization. The self‐assembly is overall weak for these [6]helicene derivatives that, despite the formation of H‐bonding interactions between the amide groups present in the peripheral moieties, shows very similar chiroptical properties both in the monomeric or aggregated states. This effect could be explained by considering the steric effect that these groups could generate in the growing of the corresponding aggregate formed. Importantly, the self‐assembling features also condition chiral induced spin selectivity (CISS effect), with experimental spin polarization (SP) values found between 35–40 % for both systems, as measured by magnetic‐conducting atomic force microscopy (AFM) technique.
doi_str_mv 10.1002/chem.202302254
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subjects Atomic force microscopy
Benzamide
Chemical Sciences
Chemistry
Circular polarization
Filtration
Polarization
Polarization (spin alignment)
Polarized light
Self-assembly
title Weakly Self‐Assembled [6]Helicenes: Circularly Polarized Light and Spin Filtering Properties
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