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

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 cyclodehydrogena...

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Detalles Bibliográficos
Autores principales: Irziqat, Bahaaeddin, Cebrat, Aleksandra, Baljozović, Miloš, Martin, Kévin, Parschau, Manfred, Avarvari, Narcis, Ernst, Karl‐Heinz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8518606/
https://www.ncbi.nlm.nih.gov/pubmed/34387926
http://dx.doi.org/10.1002/chem.202102069
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author Irziqat, Bahaaeddin
Cebrat, Aleksandra
Baljozović, Miloš
Martin, Kévin
Parschau, Manfred
Avarvari, Narcis
Ernst, Karl‐Heinz
author_facet Irziqat, Bahaaeddin
Cebrat, Aleksandra
Baljozović, Miloš
Martin, Kévin
Parschau, Manfred
Avarvari, Narcis
Ernst, Karl‐Heinz
author_sort Irziqat, Bahaaeddin
collection PubMed
description 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.[Image: see text]
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spelling pubmed-85186062021-10-21 Stereospecific on‐Surface Cyclodehydrogenation of Bishelicenes: Preservation of Handedness from Helical to Planar Chirality Irziqat, Bahaaeddin Cebrat, Aleksandra Baljozović, Miloš Martin, Kévin Parschau, Manfred Avarvari, Narcis Ernst, Karl‐Heinz Chemistry Communications 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.[Image: see text] John Wiley and Sons Inc. 2021-08-26 2021-09-24 /pmc/articles/PMC8518606/ /pubmed/34387926 http://dx.doi.org/10.1002/chem.202102069 Text en © 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Irziqat, Bahaaeddin
Cebrat, Aleksandra
Baljozović, Miloš
Martin, Kévin
Parschau, Manfred
Avarvari, Narcis
Ernst, Karl‐Heinz
Stereospecific on‐Surface Cyclodehydrogenation of Bishelicenes: Preservation of Handedness from Helical to Planar Chirality
title Stereospecific on‐Surface Cyclodehydrogenation of Bishelicenes: Preservation of Handedness from Helical to Planar Chirality
title_full Stereospecific on‐Surface Cyclodehydrogenation of Bishelicenes: Preservation of Handedness from Helical to Planar Chirality
title_fullStr Stereospecific on‐Surface Cyclodehydrogenation of Bishelicenes: Preservation of Handedness from Helical to Planar Chirality
title_full_unstemmed Stereospecific on‐Surface Cyclodehydrogenation of Bishelicenes: Preservation of Handedness from Helical to Planar Chirality
title_short Stereospecific on‐Surface Cyclodehydrogenation of Bishelicenes: Preservation of Handedness from Helical to Planar Chirality
title_sort stereospecific on‐surface cyclodehydrogenation of bishelicenes: preservation of handedness from helical to planar chirality
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8518606/
https://www.ncbi.nlm.nih.gov/pubmed/34387926
http://dx.doi.org/10.1002/chem.202102069
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