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- Title
Stereospecific on‐Surface Cyclodehydrogenation of Bishelicenes: Preservation of Handedness from Helical to Planar Chirality.
- Authors
Irziqat, Bahaaeddin; Cebrat, Aleksandra; Baljozović, Miloš; Martin, Kévin; Parschau, Manfred; Avarvari, Narcis; Ernst, Karl‐Heinz
- Abstract
The last step of on-surface synthesis of graphene nanoribbons (GNR) includes also cyclodehydrogenation.[22-24] Starting with polyanthrylene polymers, annealing to 600 K causes partial cyclodehydrogenation, and annealing at 670 K causes formation of planar ribbons. As the distal ends of both enantiomers spiral up away from the center, C-C coupling and dehydrogenation leads to planar coronocoronene ( B 2 b ) enantiomers, which aggregate upon cooling into homochiral domains, that is, into a 2D conglomerate. Keywords: chirality; helicenes; polyaromatic hydrocarbons; scanning tunneling microscopy; surface chemistry EN chirality helicenes polyaromatic hydrocarbons scanning tunneling microscopy surface chemistry 13523 13526 4 09/28/21 20210924 NES 210924 B Flattening helices while keeping the handedness b : On-surface cyclodehydrogenation of bishelicene enantiomers leads stereospecifically to ( I M i , I M i ) and ( I P i , I P i ) chiral planar polyaromatic hydrocarbons. Once the dehydrogenation starts on one side of the molecule, the chirality of the product is fixed, thus explaining the stereospecificity.
- Subjects
PLANAR chirality; HANDEDNESS; SECONDARY ion mass spectrometry
- Publication
Chemistry - A European Journal, 2021, Vol 27, Issue 54, p13523
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202102069