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Chiral Nanographene Propeller Embedding Six Enantiomerically Stable [5]Helicene Units

Authors :
Veronika Berezhnaia
Jean Rodriguez
Jean-Valère Naubron
Nicolas Vanthuyne
Myriam Roy
Marco Villa
Yoann Coquerel
Marc Gingras
Centre Interdisciplinaire de Nanoscience de Marseille (CINaM)
Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS)
Institut des Sciences Moléculaires de Marseille (ISM2)
Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS)-École Centrale de Marseille (ECM)-Institut de Chimie du CNRS (INC)
Spectropôle - Aix Marseille Université (AMU SPEC)
Aix Marseille Université (AMU)-École Centrale de Marseille (ECM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
Source :
Journal of the American Chemical Society, Journal of the American Chemical Society, American Chemical Society, 2017, 139 (51), pp.18508-18511. ⟨10.1021/jacs.7b07622⟩, Journal of the American Chemical Society, 2017, 139 (51), pp.18508-18511. ⟨10.1021/jacs.7b07622⟩
Publication Year :
2017
Publisher :
HAL CCSD, 2017.

Abstract

International audience; A one-step synthesis of a nanographene propeller with a D 3-symmetry was obtained starting from 7,8-dibromo[5]helicene by Yamamoto nickel(0) couplings. It afforded a chiral polyaromatic hydrocarbon (PAH) embedding six enantiomerically stable [5]helicene units. This dense accumulation of helical strain resulted in a distorted geometry, but stable stereochemistry. The conformational, structural, chiroptical, and photophysical properties of the molecule are reported.

Details

Language :
English
ISSN :
00027863 and 15205126
Database :
OpenAIRE
Journal :
Journal of the American Chemical Society, Journal of the American Chemical Society, American Chemical Society, 2017, 139 (51), pp.18508-18511. ⟨10.1021/jacs.7b07622⟩, Journal of the American Chemical Society, 2017, 139 (51), pp.18508-18511. ⟨10.1021/jacs.7b07622⟩
Accession number :
edsair.doi.dedup.....ce32420e9d5644d1e36e505141e1ec24
Full Text :
https://doi.org/10.1021/jacs.7b07622⟩