Two-dimensional molecular patterning by surface-enhanced Zn-porphyrin coordination

Johan Visser; Nathalie Katsonis; Javier Vicario; Ben Feringa

doi:10.1021/la804196r

Two-dimensional molecular patterning by surface-enhanced Zn-porphyrin coordination

Johan Visser
, Nathalie Katsonis
, Javier Vicario
, Ben Feringa

Stratingh Institute, University of Groningen

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

Abstract

In this contribution, we show how zinc-5,10,15,20-meso-tetradodecylporphyrins (Zn-TDPs) self-assemble into stable organized arrays on the surface of graphite, thus positioning their metal center at regular distances from each other, creating a molecular pattern, while retaining the possibility to coordinate additional ligands. We also demonstrate that Zn-TDPs coordinated to 3-nitropyridine display a higher tendency to be adsorbed at the surface of highly oriented pyrolytic graphite (HOPG) than noncoordinated ones. In order to investigate the two-dimensional (2D) self-assembly of coordinated Zn-TDPs, solutions with different relative concentrations of 3-nitropyridine and Zn-TDPAere prepared and deposited on the surface of HOPG. STM measurements at the liquid-solid interface reveal that the ratio of coordinated Zn-TDPs over noncoordinated Zn-TDPs is higher at the n-tetradecane/HOPG interface than in n-tetradecane solution. This enhanced binding of the axial ligand at the liquid/solid interface is likely related to the fact that physisorbed Zn-TDPs are better binding sites for nitropyridines.

Original language	English
Pages (from-to)	5980 - 5985
Number of pages	6
Journal	Langmuir
Volume	25
Issue number	10
DOIs	https://doi.org/10.1021/la804196r
Publication status	Published - 2 Apr 2009
Externally published	Yes

Keywords

zink-5,10,15,20-meso-tetradodecylporfyrinen
self-assemble
surfaces
interfaces
ligands
monolayers
pyrroles
scanning tunneling microscopy

Access to Document

10.1021/la804196r

7 Article

Third-Generation Light-Driven Symmetric Molecular Motors
Kistemaker, J. C. M., Štacko, P., Roke, D., Wolters, A. T., Heideman, H., Chang, M.-C., Van der Meulen, P., Visser, J., Otten, E. & Feringa, B. L., 19 Jul 2017, In: Journal of the American Chemical Society. 139, 28, p. 9650 - 9661 12 p.
Research output: Contribution to journal › Article › Academic › peer-review

Open Access
From chaos to order: Chain-length dependence of the free energy of formation of meso-tetraalkylporphyrin self-assembled monolayer polymorphs
Reimers, J. R., Panduwinata, D., Visser, J., Chin, Y., Tang, C., Goerigk, L., Ford, M. J., Baker, M., Sum, T.-J., Coenen, M. J. J., Hendriksen, B. L. M., Elemans, J. A. A. W., Hush, N. S. & Crossley, M. J., 5 Jan 2016, In: Journal of Physical Chemistry C. 120, 3, p. 1739 - 1748 10 p.
Research output: Contribution to journal › Article › Academic › peer-review

Open Access
A priori calculations of the free energy of formation from solution of polymorphic self-Assembled monolayers
Reimers, J. R., Panduwinata, D., Visser, J., Tang, C., Goerigk, L., Ford, M. J., Sintic, M., Sum, T.-J., Coenen, M. J. J., Hendriksen, B. L. M., Elemans, J. A. A. W., Hush, N. S. & Crossley, M. J., 28 Oct 2015, In: Proceedings of the National Academy of Sciences. 112, 45, p. E6101 - E6110 10 p.
Research output: Contribution to journal › Article › Academic › peer-review

Open Access

1 Oral presentation

Electrosynthesis of furans from grass
Visser, J. (Speaker)
9 Oct 2018
Activity: Talk or presentation › Oral presentation

Hooi als basis voor plastic
Visser, J. & Heeres, A.
17/09/20
1 item of Media coverage
Press/Media: Research

Cite this

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title = "Two-dimensional molecular patterning by surface-enhanced Zn-porphyrin coordination",

abstract = "In this contribution, we show how zinc-5,10,15,20-meso-tetradodecylporphyrins (Zn-TDPs) self-assemble into stable organized arrays on the surface of graphite, thus positioning their metal center at regular distances from each other, creating a molecular pattern, while retaining the possibility to coordinate additional ligands. We also demonstrate that Zn-TDPs coordinated to 3-nitropyridine display a higher tendency to be adsorbed at the surface of highly oriented pyrolytic graphite (HOPG) than noncoordinated ones. In order to investigate the two-dimensional (2D) self-assembly of coordinated Zn-TDPs, solutions with different relative concentrations of 3-nitropyridine and Zn-TDPAere prepared and deposited on the surface of HOPG. STM measurements at the liquid-solid interface reveal that the ratio of coordinated Zn-TDPs over noncoordinated Zn-TDPs is higher at the n-tetradecane/HOPG interface than in n-tetradecane solution. This enhanced binding of the axial ligand at the liquid/solid interface is likely related to the fact that physisorbed Zn-TDPs are better binding sites for nitropyridines.",

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doi = "10.1021/la804196r",

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T1 - Two-dimensional molecular patterning by surface-enhanced Zn-porphyrin coordination

AU - Visser, Johan

AU - Katsonis, Nathalie

AU - Vicario, Javier

AU - Feringa, Ben

PY - 2009/4/2

Y1 - 2009/4/2

N2 - In this contribution, we show how zinc-5,10,15,20-meso-tetradodecylporphyrins (Zn-TDPs) self-assemble into stable organized arrays on the surface of graphite, thus positioning their metal center at regular distances from each other, creating a molecular pattern, while retaining the possibility to coordinate additional ligands. We also demonstrate that Zn-TDPs coordinated to 3-nitropyridine display a higher tendency to be adsorbed at the surface of highly oriented pyrolytic graphite (HOPG) than noncoordinated ones. In order to investigate the two-dimensional (2D) self-assembly of coordinated Zn-TDPs, solutions with different relative concentrations of 3-nitropyridine and Zn-TDPAere prepared and deposited on the surface of HOPG. STM measurements at the liquid-solid interface reveal that the ratio of coordinated Zn-TDPs over noncoordinated Zn-TDPs is higher at the n-tetradecane/HOPG interface than in n-tetradecane solution. This enhanced binding of the axial ligand at the liquid/solid interface is likely related to the fact that physisorbed Zn-TDPs are better binding sites for nitropyridines.

AB - In this contribution, we show how zinc-5,10,15,20-meso-tetradodecylporphyrins (Zn-TDPs) self-assemble into stable organized arrays on the surface of graphite, thus positioning their metal center at regular distances from each other, creating a molecular pattern, while retaining the possibility to coordinate additional ligands. We also demonstrate that Zn-TDPs coordinated to 3-nitropyridine display a higher tendency to be adsorbed at the surface of highly oriented pyrolytic graphite (HOPG) than noncoordinated ones. In order to investigate the two-dimensional (2D) self-assembly of coordinated Zn-TDPs, solutions with different relative concentrations of 3-nitropyridine and Zn-TDPAere prepared and deposited on the surface of HOPG. STM measurements at the liquid-solid interface reveal that the ratio of coordinated Zn-TDPs over noncoordinated Zn-TDPs is higher at the n-tetradecane/HOPG interface than in n-tetradecane solution. This enhanced binding of the axial ligand at the liquid/solid interface is likely related to the fact that physisorbed Zn-TDPs are better binding sites for nitropyridines.

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KW - self-assemble

KW - surfaces

KW - interfaces

KW - ligands

KW - monolayers

KW - pyrroles

KW - scanning tunneling microscopy

KW - zink-5,10,15,20-meso-tetradodecylporfyrinen

KW - zelf-assemblage

KW - oppervlakten

KW - interface

KW - liganden

KW - monolagen

KW - pyrrolen

KW - scanning tunneling microscopie

U2 - 10.1021/la804196r

DO - 10.1021/la804196r

M3 - Article

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VL - 25

SP - 5980

EP - 5985

JO - Langmuir

JF - Langmuir

IS - 10

ER -

Two-dimensional molecular patterning by surface-enhanced Zn-porphyrin coordination

Abstract

Keywords

Access to Document

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Research output

Third-Generation Light-Driven Symmetric Molecular Motors

From chaos to order: Chain-length dependence of the free energy of formation of meso-tetraalkylporphyrin self-assembled monolayer polymorphs

A priori calculations of the free energy of formation from solution of polymorphic self-Assembled monolayers

Activities

Electrosynthesis of furans from grass

Press/Media

Hooi als basis voor plastic

Cite this