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Stereospecific on-Surface Cyclodehydrogenation of Bishelicenes: Preservation of Handedness from Helical to Planar Chirality.

Bahaaeddin IrziqatAleksandra CebratMilos BaljozovicKévin MartinManfred ParschauNarcis AvarvariKarl-Heinz Ernst
Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2021)
Flattening helices while keeping the handedness: On-surface cyclodehydrogenation of bishelicene enantiomers leads stereospecifically to (M,M) and (P,P) chiral planar polyaromatic hydrocarbons. This is followed by their homochiral aggregation into a 2D conglomerate. Thermally induced cyclodehydrogenation proceeds stereospecifically to chiral, planar coronocoronene. Such a reaction is a special example of topochemistry in which enantiospecific conversion is supported by the alignment of the reactant by the surface.
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