Affiliation:
1. Institut des Sciences Chimiques de Rennes University of Rennes CNRS ISCR UMR 6226 F-35000 Rennes France
2. Departamento de Química Orgánica Facultad de Ciencias Químicas Universidad Complutense de Madrid Ciudad Universitaria s/n 28040 Madrid Spain
3. Department of Chemical and Biological Physics Weizmann Institute of Science Rehovot 76100 Israel
4. Aix Marseille Université Centrale Marseille, CNRS, iSm2 UMR 7313 Marseille 13397 France
Abstract
AbstractSelf‐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.
Funder
Ministerio de Ciencia e Innovación
Xunta de Galicia
H2020 European Research Council
Subject
General Chemistry,Catalysis,Organic Chemistry
Cited by
7 articles.
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