Electronic Structure of a Self-Assembled Monolayer with Two Surface Anchors: 6-Mercaptopurine on Au(111)

The electronic structure of aromatic and aliphatic thiols on Au(111) has been extensively studied in relation to possible applications in molecular electronics. In this work, the effect on the electronic structure of an additional anchor to the S-Au bond using 6-mercaptopurine as a model system has...

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Autores principales: Fernández, Cynthia Carolina, Pensa, Evangelina Laura, Carro, Pilar, Salvarezza, Roberto Carlos, Williams, Federico José
Formato: Articulo
Lenguaje:Inglés
Publicado: 2018
Materias:
Química
Electronic structure
6-mercaptopurine
Au(111)
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/96847
https://ri.conicet.gov.ar/11336/88729
http://pubs.acs.org/doi/10.1021/acs.langmuir.8b00807
Aporte de:
SEDICI (UNLP) de Universidad Nacional de La Plata
id I19-R120-10915-96847
record_format dspace
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Química
Electronic structure
6-mercaptopurine
Au(111)
spellingShingle Química
Electronic structure
6-mercaptopurine
Au(111)
Fernández, Cynthia Carolina
Pensa, Evangelina Laura
Carro, Pilar
Salvarezza, Roberto Carlos
Williams, Federico José
Electronic Structure of a Self-Assembled Monolayer with Two Surface Anchors: 6-Mercaptopurine on Au(111)
topic_facet Química
Electronic structure
6-mercaptopurine
Au(111)
description The electronic structure of aromatic and aliphatic thiols on Au(111) has been extensively studied in relation to possible applications in molecular electronics. In this work, the effect on the electronic structure of an additional anchor to the S-Au bond using 6-mercaptopurine as a model system has been investigated. Results from X-ray photoelectron spectroscopy, near-edge X-ray absorption fine structure spectroscopy, and density functional theory (DFT) confirm that this molecule adsorbs on Au(111) with S-Au and iminic N-Au bonds. Combined ultraviolet photoelectron spectroscopy and DFT data reveal that formation of the 6MP self-assembled monolayer generates a molecular dipole perpendicular to the surface, with negative charges residing at the metal/monolayer interface and positive charges at the monolayer/vacuum interface, which lowers the substrate work function. Scanning tunneling microscopy shows two surface molecular domains: a well-ordered rectangular lattice where molecules are tilted on average 30° with respect to the substrate and aligned 6MP islands where molecules are standing upright. Finally, we found a new electronic state located at -1.7 eV with respect to the Fermi level that corresponds to a localized π molecular state, while the state corresponding to the N-Au bond is hybridized with Au d electrons and stabilized at much lower energies (-3 eV).
format Articulo
Articulo
author Fernández, Cynthia Carolina
Pensa, Evangelina Laura
Carro, Pilar
Salvarezza, Roberto Carlos
Williams, Federico José
author_facet Fernández, Cynthia Carolina
Pensa, Evangelina Laura
Carro, Pilar
Salvarezza, Roberto Carlos
Williams, Federico José
author_sort Fernández, Cynthia Carolina
title Electronic Structure of a Self-Assembled Monolayer with Two Surface Anchors: 6-Mercaptopurine on Au(111)
title_short Electronic Structure of a Self-Assembled Monolayer with Two Surface Anchors: 6-Mercaptopurine on Au(111)
title_full Electronic Structure of a Self-Assembled Monolayer with Two Surface Anchors: 6-Mercaptopurine on Au(111)
title_fullStr Electronic Structure of a Self-Assembled Monolayer with Two Surface Anchors: 6-Mercaptopurine on Au(111)
title_full_unstemmed Electronic Structure of a Self-Assembled Monolayer with Two Surface Anchors: 6-Mercaptopurine on Au(111)
title_sort electronic structure of a self-assembled monolayer with two surface anchors: 6-mercaptopurine on au(111)
publishDate 2018
url http://sedici.unlp.edu.ar/handle/10915/96847
https://ri.conicet.gov.ar/11336/88729
http://pubs.acs.org/doi/10.1021/acs.langmuir.8b00807
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