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

Veronika BerezhnaiaMyriam RoyNicolas VanthuyneMarco VillaJean-Valère NaubronJean RodriguezYoann Coquerel Marc Gingras

Published in: Journal of the American Chemical Society (2017)

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.

Keyphrases

ionic liquid
molecular dynamics
single molecule
molecular dynamics simulations
mass spectrometry
carbon nanotubes
metal organic framework