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Oxidation of an organic adlayer: a bird's eye view

Research output: Contribution to Journal/Magazine › Journal article › peer-review

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Oxidation of an organic adlayer: a bird's eye view. / Waldmann, Thomas; Kuenzel, Daniela; Hoster, Harry E. et al.
In: Journal of the American Chemical Society, Vol. 134, No. 21, 30.05.2012, p. 8817-8822.

Research output: Contribution to Journal/Magazine › Journal article › peer-review

Harvard

Waldmann, T, Kuenzel, D, Hoster, HE, Gross, A & Behm, RJ 2012, 'Oxidation of an organic adlayer: a bird's eye view', Journal of the American Chemical Society, vol. 134, no. 21, pp. 8817-8822. https://doi.org/10.1021/ja302593v

APA

Waldmann, T., Kuenzel, D., Hoster, H. E., Gross, A., & Behm, R. J. (2012). Oxidation of an organic adlayer: a bird's eye view. Journal of the American Chemical Society, 134(21), 8817-8822. https://doi.org/10.1021/ja302593v

Vancouver

Waldmann T, Kuenzel D, Hoster HE, Gross A, Behm RJ. Oxidation of an organic adlayer: a bird's eye view. Journal of the American Chemical Society. 2012 May 30;134(21):8817-8822. doi: 10.1021/ja302593v

Author

Waldmann, Thomas ; Kuenzel, Daniela ; Hoster, Harry E. et al. / Oxidation of an organic adlayer : a bird's eye view. In: Journal of the American Chemical Society. 2012 ; Vol. 134, No. 21. pp. 8817-8822.

Bibtex

@article{c618136ff71e48c2bf0dc547cfac62b8,
title = "Oxidation of an organic adlayer: a bird's eye view",
abstract = "The reaction of O-2 with an adlayer of the oligopyridine 2-pheny1-4,6-bis(6-(pyridine-2-yl)-4-(pyridine-4-yl)pyridine-2-yl)-pyrimidine (2,4'-BTP), adsorbed on the (111) surfaces of silver and gold and on HOPG - which can be considered as a model system for inorganiclorganic contacts - was investigated by fast scanning tunneling microscopy (video STM) and dispersion corrected density functional theory (DFT-D) calculations. Only on Ag(111), oxidation of the 2,4'-BTP adlayer was observed, which is related to the fact that under the experimental conditions O-2 adsorbs dissociatively on this surface leading to reactive 0 adatoms, but not on Au(111) or HOPG. There is a distinct regiospecifity of the oxidation reaction caused by intermolecular interactions. In addition, the oxidation leads to a chiral ordering. The relevance of these findings for reactions involving organic monolayers is discussed.",
keywords = "SCANNING-TUNNELING-MICROSCOPY, AUGMENTED-WAVE METHOD, PYROLYTIC-GRAPHITE, SURFACE, OXYGEN, AG(111), ADSORPTION, ASSEMBLIES, MOLECULE, PYRIDINE",
author = "Thomas Waldmann and Daniela Kuenzel and Hoster, {Harry E.} and Axel Gross and Behm, {R. Juergen}",
year = "2012",
month = may,
day = "30",
doi = "10.1021/ja302593v",
language = "English",
volume = "134",
pages = "8817--8822",
journal = "Journal of the American Chemical Society",
issn = "0002-7863",
publisher = "AMER CHEMICAL SOC",
number = "21",

}

RIS

TY - JOUR

T1 - Oxidation of an organic adlayer

T2 - a bird's eye view

AU - Waldmann, Thomas

AU - Kuenzel, Daniela

AU - Hoster, Harry E.

AU - Gross, Axel

AU - Behm, R. Juergen

PY - 2012/5/30

Y1 - 2012/5/30

N2 - The reaction of O-2 with an adlayer of the oligopyridine 2-pheny1-4,6-bis(6-(pyridine-2-yl)-4-(pyridine-4-yl)pyridine-2-yl)-pyrimidine (2,4'-BTP), adsorbed on the (111) surfaces of silver and gold and on HOPG - which can be considered as a model system for inorganiclorganic contacts - was investigated by fast scanning tunneling microscopy (video STM) and dispersion corrected density functional theory (DFT-D) calculations. Only on Ag(111), oxidation of the 2,4'-BTP adlayer was observed, which is related to the fact that under the experimental conditions O-2 adsorbs dissociatively on this surface leading to reactive 0 adatoms, but not on Au(111) or HOPG. There is a distinct regiospecifity of the oxidation reaction caused by intermolecular interactions. In addition, the oxidation leads to a chiral ordering. The relevance of these findings for reactions involving organic monolayers is discussed.

AB - The reaction of O-2 with an adlayer of the oligopyridine 2-pheny1-4,6-bis(6-(pyridine-2-yl)-4-(pyridine-4-yl)pyridine-2-yl)-pyrimidine (2,4'-BTP), adsorbed on the (111) surfaces of silver and gold and on HOPG - which can be considered as a model system for inorganiclorganic contacts - was investigated by fast scanning tunneling microscopy (video STM) and dispersion corrected density functional theory (DFT-D) calculations. Only on Ag(111), oxidation of the 2,4'-BTP adlayer was observed, which is related to the fact that under the experimental conditions O-2 adsorbs dissociatively on this surface leading to reactive 0 adatoms, but not on Au(111) or HOPG. There is a distinct regiospecifity of the oxidation reaction caused by intermolecular interactions. In addition, the oxidation leads to a chiral ordering. The relevance of these findings for reactions involving organic monolayers is discussed.

KW - SCANNING-TUNNELING-MICROSCOPY

KW - AUGMENTED-WAVE METHOD

KW - PYROLYTIC-GRAPHITE

KW - SURFACE

KW - OXYGEN

KW - AG(111)

KW - ADSORPTION

KW - ASSEMBLIES

KW - MOLECULE

KW - PYRIDINE

U2 - 10.1021/ja302593v

DO - 10.1021/ja302593v

M3 - Journal article

VL - 134

SP - 8817

EP - 8822

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 21

ER -