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Surface control of alkyl chain conformations and 2D chiral amplification

Trioctyl-functionalized triazatriangulenium (trioctyl-TATA) deposited on Au(111) and Ag(111) surfaces by electrospray ionization was investigated using low-temperature scanning tunneling microscopy. The molecule surprisingly adsorbs with gauche rather than anti conformations of the octyl groups. We... Full description

Journal Title: Journal of the American Chemical Society 19 June 2013, Vol.135(24), pp.8814-7
Main Author: Hauptmann, Nadine
Other Authors: Scheil, Katharina , Gopakumar, Thiruvancheril G , Otte, Franziska L , Schütt, Christian , Herges, Rainer , Berndt, Richard
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: E-ISSN: 1520-5126 ; PMID: 23724828 Version:1 ; DOI: 10.1021/ja4036187
Link: http://pubmed.gov/23724828
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recordid: medline23724828
title: Surface control of alkyl chain conformations and 2D chiral amplification
format: Article
creator:
  • Hauptmann, Nadine
  • Scheil, Katharina
  • Gopakumar, Thiruvancheril G
  • Otte, Franziska L
  • Schütt, Christian
  • Herges, Rainer
  • Berndt, Richard
subjects:
  • Microscopy, Scanning Tunneling
  • Alkanes -- Chemistry
ispartof: Journal of the American Chemical Society, 19 June 2013, Vol.135(24), pp.8814-7
description: Trioctyl-functionalized triazatriangulenium (trioctyl-TATA) deposited on Au(111) and Ag(111) surfaces by electrospray ionization was investigated using low-temperature scanning tunneling microscopy. The molecule surprisingly adsorbs with gauche rather than anti conformations of the octyl groups. We observed chiral amplification in the islands. Only one of the eight possible configurations of the octyl groups was found in homochiral hexagonal networks. Quantum-chemical calculations confirmed and explained the preference for the gauche conformations of adsorbed trioctyl-TATA.
language: eng
source:
identifier: E-ISSN: 1520-5126 ; PMID: 23724828 Version:1 ; DOI: 10.1021/ja4036187
fulltext: fulltext
issn:
  • 15205126
  • 1520-5126
url: Link


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subjectMicroscopy, Scanning Tunneling ; Alkanes -- Chemistry
descriptionTrioctyl-functionalized triazatriangulenium (trioctyl-TATA) deposited on Au(111) and Ag(111) surfaces by electrospray ionization was investigated using low-temperature scanning tunneling microscopy. The molecule surprisingly adsorbs with gauche rather than anti conformations of the octyl groups. We observed chiral amplification in the islands. Only one of the eight possible configurations of the octyl groups was found in homochiral hexagonal networks. Quantum-chemical calculations confirmed and explained the preference for the gauche conformations of adsorbed trioctyl-TATA.
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titleSurface control of alkyl chain conformations and 2D chiral amplification
descriptionTrioctyl-functionalized triazatriangulenium (trioctyl-TATA) deposited on Au(111) and Ag(111) surfaces by electrospray ionization was investigated using low-temperature scanning tunneling microscopy. The molecule surprisingly adsorbs with gauche rather than anti conformations of the octyl groups. We observed chiral amplification in the islands. Only one of the eight possible configurations of the octyl groups was found in homochiral hexagonal networks. Quantum-chemical calculations confirmed and explained the preference for the gauche conformations of adsorbed trioctyl-TATA.
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titleSurface control of alkyl chain conformations and 2D chiral amplification
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abstractTrioctyl-functionalized triazatriangulenium (trioctyl-TATA) deposited on Au(111) and Ag(111) surfaces by electrospray ionization was investigated using low-temperature scanning tunneling microscopy. The molecule surprisingly adsorbs with gauche rather than anti conformations of the octyl groups. We observed chiral amplification in the islands. Only one of the eight possible configurations of the octyl groups was found in homochiral hexagonal networks. Quantum-chemical calculations confirmed and explained the preference for the gauche conformations of adsorbed trioctyl-TATA.
doi10.1021/ja4036187
pmid23724828
date2013-06-19