Self-Assembled Monolayers of a Bis(pyrazol-1-yl)pyridine-Substituted Thiol on Au(111)

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(111)

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

Research output: Contribution to journal › Article › peer-review

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 x root 3) unit cell containing one molecule. The bis(pyrazol-1-yl)pyridine (bpp) units exhibit pi-stacking along the < 11 (2) over bar > 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
Pages (from-to)	12883-12891
Number of pages	9
Journal	Langmuir
Volume	24
Issue number	22
DOIs	https://doi.org/10.1021/la8019974
Publication status	Published - 18 Nov 2008

Keywords

RAY PHOTOELECTRON-SPECTROSCOPY
ALKYL CHAIN-LENGTH
SCANNING-TUNNELING-MICROSCOPY
BOND REDOX CONDUCTION
ORGANIZED ASSEMBLIES
CHEMICAL LITHOGRAPHY
SILVER SURFACES
N-ALKANETHIOLS
METAL-SURFACES
GOLD SURFACES

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10.1021/la8019974

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@article{c08fb0dc4b6b4a868e1157c9b866b2c8,

title = "Self-Assembled Monolayers of a Bis(pyrazol-1-yl)pyridine-Substituted Thiol on Au(111)",

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 x root 3) unit cell containing one molecule. The bis(pyrazol-1-yl)pyridine (bpp) units exhibit pi-stacking along the < 11 (2) over bar > direction, and they are tilted significantly. We conclude the three imine nitrogen atoms in the bpp headgroup adopt a trans,trans arrangement.",

keywords = "RAY PHOTOELECTRON-SPECTROSCOPY, ALKYL CHAIN-LENGTH, SCANNING-TUNNELING-MICROSCOPY, BOND REDOX CONDUCTION, ORGANIZED ASSEMBLIES, CHEMICAL LITHOGRAPHY, SILVER SURFACES, N-ALKANETHIOLS, METAL-SURFACES, GOLD SURFACES",

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

year = "2008",

month = nov,

day = "18",

doi = "10.1021/la8019974",

language = "English",

volume = "24",

pages = "12883--12891",

journal = "Langmuir",

issn = "0743-7463",

publisher = "American Chemical Society (ACS)",

number = "22",

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T1 - Self-Assembled Monolayers of a Bis(pyrazol-1-yl)pyridine-Substituted Thiol on Au(111)

AU - Shen, Cai

AU - Haryono, Marco

AU - Grohmann, Andreas

AU - Buck, Manfred

AU - Weidner, Tobias

AU - Ballav, Nirmalya

AU - Zharnikov, Michael

PY - 2008/11/18

Y1 - 2008/11/18

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 x root 3) unit cell containing one molecule. The bis(pyrazol-1-yl)pyridine (bpp) units exhibit pi-stacking along the < 11 (2) over bar > 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 x root 3) unit cell containing one molecule. The bis(pyrazol-1-yl)pyridine (bpp) units exhibit pi-stacking along the < 11 (2) over bar > direction, and they are tilted significantly. We conclude the three imine nitrogen atoms in the bpp headgroup adopt a trans,trans arrangement.

KW - RAY PHOTOELECTRON-SPECTROSCOPY

KW - ALKYL CHAIN-LENGTH

KW - SCANNING-TUNNELING-MICROSCOPY

KW - BOND REDOX CONDUCTION

KW - ORGANIZED ASSEMBLIES

KW - CHEMICAL LITHOGRAPHY

KW - SILVER SURFACES

KW - N-ALKANETHIOLS

KW - METAL-SURFACES

KW - GOLD SURFACES

UR - http://www.scopus.com/inward/record.url?scp=57349114211&partnerID=8YFLogxK

U2 - 10.1021/la8019974

DO - 10.1021/la8019974

M3 - Article

SN - 0743-7463

VL - 24

SP - 12883

EP - 12891

JO - Langmuir

JF - Langmuir

IS - 22

ER -

Self-Assembled Monolayers of a Bis(pyrazol-1-yl)pyridine-Substituted Thiol on Au(111)

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Keywords

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Micro-and Nanoelectrode structure: Micro and nanoelectrode structures by template directed electrodeposition

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Self-Assembled Monolayers of a Bis(pyrazol-1-yl)pyridine-Substituted Thiol on Au(111)

Abstract

Keywords

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Micro-and Nanoelectrode structure: Micro and nanoelectrode structures by template directed electrodeposition

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