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

Abstract : 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.
Keywords : nanographene helicene
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Submitted on : Monday, April 16, 2018 - 10:17:49 AM
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Veronika Berezhnaia, Myriam Roy, Nicolas Vanthuyne, Marc Villa, Jean Naubron, et al.. Chiral Nanographene Propeller Embedding Six Enantiomerically Stable [5]Helicene Units. Journal of the American Chemical Society, American Chemical Society, 2017, 139 (51), pp.18508-18511. ⟨10.1021/jacs.7b07622⟩. ⟨hal-01683221⟩

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