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Unbalanced 2D Chiral Crystallization of Pentahelicene Propellers and Their Planarization into Nanographenes


Voigt, Jan; Roy, Myriam; Baljozović, Miloš; Wäckerlin, Christian; Coquerel, Yoann; Gingras, Marc; Ernst, Karl‐Heinz (2021). Unbalanced 2D Chiral Crystallization of Pentahelicene Propellers and Their Planarization into Nanographenes. Chemistry - A European Journal, 27(40):10251-10254.

Abstract

The chiral self-assembly of trispentahelicene propellers on a gold surface has been investigated in ultrahigh vacuum by means of scanning tunneling microscopy and time-of-flight secondary ion mass spectrometry. The trispentahelicene propellers aggregate into mirror domains with an enantiomeric ratio of 2 : 1. Thermally induced cyclodehydrogenation leads to planarization into nanographenes, which self-assemble into closed-packed layers with two different azimuths. Further treatment induces in part dimerization and trimerization by intermolecular cyclodehydrogenation.

Abstract

The chiral self-assembly of trispentahelicene propellers on a gold surface has been investigated in ultrahigh vacuum by means of scanning tunneling microscopy and time-of-flight secondary ion mass spectrometry. The trispentahelicene propellers aggregate into mirror domains with an enantiomeric ratio of 2 : 1. Thermally induced cyclodehydrogenation leads to planarization into nanographenes, which self-assemble into closed-packed layers with two different azimuths. Further treatment induces in part dimerization and trimerization by intermolecular cyclodehydrogenation.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
08 Research Priority Programs > Solar Light to Chemical Energy Conversion
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > Catalysis
Physical Sciences > Organic Chemistry
Uncontrolled Keywords:General Chemistry, Catalysis, Organic Chemistry
Language:English
Date:16 July 2021
Deposited On:08 Feb 2022 14:32
Last Modified:22 Mar 2024 04:31
Publisher:Wiley-VCH Verlag
ISSN:0947-6539
OA Status:Hybrid
Free access at:Publisher DOI. An embargo period may apply.
Publisher DOI:https://doi.org/10.1002/chem.202101223
Project Information:
  • : FunderSNSF
  • : Grant ID200020_182082
  • : Project TitleAdvanced Molecular Chiral Surface Systems
  • Content: Published Version
  • Licence: Creative Commons: Attribution 4.0 International (CC BY 4.0)