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Double layer crystallization of heptahelicene on noble metal surfaces


Seibel, Johannes; Parschau, Manfred; Ernst, Karl-Heinz (2020). Double layer crystallization of heptahelicene on noble metal surfaces. Chirality, 32(7):975-980.

Abstract

Resolution of enantiomers of chiral compounds via crystallization is the dominant method in chemical industry, but chiral recognition at the molecular level during this process is still poorly understood. Using single metal surfaces in ultrahigh vacuum as model system, the enantio-related transition from the monolayer structure into a double layer of the racemic mixture of heptahelicene has been studied with scanning tunneling microscopy. Submolecular resolution reveals enantiopure second layers on Ag(111) and almost enantiopure second layers on Au(111). In analogy to previous results on Cu(111), it is concluded that transition from the 2D first layer racemate into a layered racemate occurs.

Abstract

Resolution of enantiomers of chiral compounds via crystallization is the dominant method in chemical industry, but chiral recognition at the molecular level during this process is still poorly understood. Using single metal surfaces in ultrahigh vacuum as model system, the enantio-related transition from the monolayer structure into a double layer of the racemic mixture of heptahelicene has been studied with scanning tunneling microscopy. Submolecular resolution reveals enantiopure second layers on Ag(111) and almost enantiopure second layers on Au(111). In analogy to previous results on Cu(111), it is concluded that transition from the 2D first layer racemate into a layered racemate occurs.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > Analytical Chemistry
Physical Sciences > Catalysis
Life Sciences > Pharmacology
Life Sciences > Drug Discovery
Physical Sciences > Spectroscopy
Physical Sciences > Organic Chemistry
Uncontrolled Keywords:Organic Chemistry, Analytical Chemistry, Spectroscopy, Pharmacology, Drug Discovery, Catalysis
Language:English
Date:1 July 2020
Deposited On:12 Feb 2021 07:45
Last Modified:13 Feb 2021 21:00
Publisher:Wiley-Blackwell Publishing, Inc.
ISSN:0899-0042
OA Status:Closed
Publisher DOI:https://doi.org/10.1002/chir.23235
Project Information:
  • : FunderSNSF
  • : Grant ID200020_144339
  • : Project TitleSupramolecular Chiral Films

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Embargo till: 2021-05-01