A one-step synthesis of a nanographene propeller with a D3-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.

Berezhnaia V., Roy M., Vanthuyne N., Villa M., Naubron J.-V., Rodriguez J., et al. (2017). Chiral Nanographene Propeller Embedding Six Enantiomerically Stable [5]Helicene Units. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 139(51), 18508-18511 [10.1021/jacs.7b07622].

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

Villa M.;
2017

Abstract

A one-step synthesis of a nanographene propeller with a D3-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.
2017
Berezhnaia V., Roy M., Vanthuyne N., Villa M., Naubron J.-V., Rodriguez J., et al. (2017). Chiral Nanographene Propeller Embedding Six Enantiomerically Stable [5]Helicene Units. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 139(51), 18508-18511 [10.1021/jacs.7b07622].
Berezhnaia V.; Roy M.; Vanthuyne N.; Villa M.; Naubron J.-V.; Rodriguez J.; Coquerel Y.; Gingras M.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/903189
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