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Stereospecific on‐Surface Cyclodehydrogenation of Bishelicenes: Preservation of Handedness from Helical to Planar Chirality
Author(s) -
Irziqat Bahaaeddin,
Cebrat Aleksandra,
Baljozović Miloš,
Martin Kévin,
Parschau Manfred,
Avarvari Narcis,
Ernst KarlHeinz
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202102069
Subject(s) - flattening , stereospecificity , planar chirality , planar , enantiomer , chirality (physics) , chemistry , stereochemistry , crystallography , materials science , chiral symmetry , organic chemistry , enantioselective synthesis , catalysis , physics , nambu–jona lasinio model , quark , computer science , composite material , computer graphics (images) , quantum mechanics
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.