1. Unbalanced 2D Chiral Crystallization of Pentahelicene Propellers and Their Planarization into Nanographenes
- Author
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Jan Voigt, Marc Gingras, Karl-Heinz Ernst, Yoann Coquerel, Milos Baljozovic, Myriam Roy, Christian Wäckerlin, Empa, Swiss Fed Labs Mat Testing & Res, Dubendorf, Switzerland, Centre Interdisciplinaire de Nanoscience de Marseille (CINaM), Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS), Institut des Sciences Moléculaires de Marseille (ISM2), Aix Marseille Université (AMU)-École Centrale de Marseille (ECM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Nanosurf laboratory, institute of Physics, Department of Chemistry University of Zurich, Centre National de la Recherche Scientifique (CNRS)-Aix Marseille Université (AMU), University of Zurich, and Ernst, Karl‐Heinz
- Subjects
10120 Department of Chemistry ,animal structures ,1503 Catalysis ,UFSP13-6 Solar Light to Chemical Energy Conversion ,polycyclic aromatic hydrocarbons ,Hot Paper ,010402 general chemistry ,01 natural sciences ,Catalysis ,law.invention ,helicenes ,law ,Chemical-mechanical planarization ,540 Chemistry ,Crystallization ,Quantum tunnelling ,010405 organic chemistry ,Graphene ,Chemistry ,[CHIM.ORGA]Chemical Sciences/Organic chemistry ,Communication ,Organic Chemistry ,Intermolecular force ,graphene ,technology, industry, and agriculture ,General Chemistry ,Communications ,0104 chemical sciences ,Secondary ion mass spectrometry ,Chemical physics ,scanning tunneling microscopy ,on-surface chemistry ,Scanning tunneling microscope ,Enantiomer ,1605 Organic Chemistry - 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., From helical to planar: Molecular propellers built up by three pentahelicene subunits self‐assemble on a gold surface into enantiomerically unbalanced two‐dimensional crystal domains. Upon thermal treatment of the close‐packed monolayer, intramolecular cyclodehydrogenation into planar nanographenes occurs. Further thermal treatment leads in part to fusion into larger graphene flakes of up to four nanographene units by intermolecular cyclodehydrogenation.
- Published
- 2021