Self-assembled monolayers of a bis(pyrazol-1-yl)pyridine-substituted thiol on Au(III)

Cai Shen; Marco Haryono; Andreas Grohmann; Manfred Buck; Tobias Weidner; Nirmalya Ballav; Michael Zharnikov

doi:10.1021/la8019974

Self-assembled monolayers of a bis(pyrazol-1-yl)pyridine-substituted thiol on Au(III)

Cai Shen, Marco Haryono, Andreas Grohmann^*, Manfred Buck, Tobias Weidner, Nirmalya Ballav, Michael Zharnikov

^*Corresponding author for this work

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaper › Journal article › Research › peer-review

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Abstract

Self-assembled monolayers (SAMs) of a bis(pyrazol-1-yl)pyridine-substituted thiol (bpp-SH) on Au (111)/mica were studied with scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS), and near-edge X-ray absorption fine structure spectroscopy (NEXAFS). Using substrates precoated with perylene-3,4,9,10-tetracarboxylic acid dianhydride (PTCDA), preparation at elevated temperatures yields highly ordered layers whose structure is described by a rectangular (5 × √3) unit cell containing one molecule. The bis(pyrazol-1-yl)pyridine (bpp) units exhibit π-stacking along the 〈112̄〉 direction, and they are tilted significantly. We conclude the three imine nitrogen atoms in the bpp headgroup adopt a trans,trans arrangement.

Original language	English
Journal	Langmuir
Volume	24
Issue	22
Pages (from-to)	12883-12891
Number of pages	9
ISSN	0743-7463
DOIs	https://doi.org/10.1021/la8019974
Publication status	Published - Nov 2008
Externally published	Yes

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title = "Self-assembled monolayers of a bis(pyrazol-1-yl)pyridine-substituted thiol on Au(III)",

abstract = "Self-assembled monolayers (SAMs) of a bis(pyrazol-1-yl)pyridine-substituted thiol (bpp-SH) on Au (111)/mica were studied with scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS), and near-edge X-ray absorption fine structure spectroscopy (NEXAFS). Using substrates precoated with perylene-3,4,9,10-tetracarboxylic acid dianhydride (PTCDA), preparation at elevated temperatures yields highly ordered layers whose structure is described by a rectangular (5 × √3) unit cell containing one molecule. The bis(pyrazol-1-yl)pyridine (bpp) units exhibit π-stacking along the 〈11{\=2}〉 direction, and they are tilted significantly. We conclude the three imine nitrogen atoms in the bpp headgroup adopt a trans,trans arrangement.",

author = "Cai Shen and Marco Haryono and Andreas Grohmann and Manfred Buck and Tobias Weidner and Nirmalya Ballav and Michael Zharnikov",

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T1 - Self-assembled monolayers of a bis(pyrazol-1-yl)pyridine-substituted thiol on Au(III)

AU - Shen, Cai

AU - Haryono, Marco

AU - Grohmann, Andreas

AU - Buck, Manfred

AU - Weidner, Tobias

AU - Ballav, Nirmalya

AU - Zharnikov, Michael

PY - 2008/11

Y1 - 2008/11

N2 - Self-assembled monolayers (SAMs) of a bis(pyrazol-1-yl)pyridine-substituted thiol (bpp-SH) on Au (111)/mica were studied with scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS), and near-edge X-ray absorption fine structure spectroscopy (NEXAFS). Using substrates precoated with perylene-3,4,9,10-tetracarboxylic acid dianhydride (PTCDA), preparation at elevated temperatures yields highly ordered layers whose structure is described by a rectangular (5 × √3) unit cell containing one molecule. The bis(pyrazol-1-yl)pyridine (bpp) units exhibit π-stacking along the 〈112̄〉 direction, and they are tilted significantly. We conclude the three imine nitrogen atoms in the bpp headgroup adopt a trans,trans arrangement.

AB - Self-assembled monolayers (SAMs) of a bis(pyrazol-1-yl)pyridine-substituted thiol (bpp-SH) on Au (111)/mica were studied with scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS), and near-edge X-ray absorption fine structure spectroscopy (NEXAFS). Using substrates precoated with perylene-3,4,9,10-tetracarboxylic acid dianhydride (PTCDA), preparation at elevated temperatures yields highly ordered layers whose structure is described by a rectangular (5 × √3) unit cell containing one molecule. The bis(pyrazol-1-yl)pyridine (bpp) units exhibit π-stacking along the 〈112̄〉 direction, and they are tilted significantly. We conclude the three imine nitrogen atoms in the bpp headgroup adopt a trans,trans arrangement.

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EP - 12891

JO - Langmuir

JF - Langmuir

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ER -

Self-assembled monolayers of a bis(pyrazol-1-yl)pyridine-substituted thiol on Au(III)

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