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Adsorption and Dissociation of R-Methyl p-Tolyl Sulfoxide on Au(111)

[Image: see text] Sulfur-based molecules producing self-assembled monolayers on gold surfaces have long since become relevant functional molecular materials with many applications in biosensing, electronics, and nanotechnology. Among the various sulfur-containing molecules, the possibility to anchor...

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Autores principales: Satta, Mauro, Zema, Nicola, Turchini, Stefano, Franchi, Stefano, Contini, Giorgio, Ciavardini, Alessandra, Grazioli, Cesare, Coreno, Marcello, de Simone, Monica, Tomellini, Massimo, Piccirillo, Susanna
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10173319/
https://www.ncbi.nlm.nih.gov/pubmed/37179596
http://dx.doi.org/10.1021/acsomega.3c01647
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author Satta, Mauro
Zema, Nicola
Turchini, Stefano
Franchi, Stefano
Contini, Giorgio
Ciavardini, Alessandra
Grazioli, Cesare
Coreno, Marcello
de Simone, Monica
Tomellini, Massimo
Piccirillo, Susanna
author_facet Satta, Mauro
Zema, Nicola
Turchini, Stefano
Franchi, Stefano
Contini, Giorgio
Ciavardini, Alessandra
Grazioli, Cesare
Coreno, Marcello
de Simone, Monica
Tomellini, Massimo
Piccirillo, Susanna
author_sort Satta, Mauro
collection PubMed
description [Image: see text] Sulfur-based molecules producing self-assembled monolayers on gold surfaces have long since become relevant functional molecular materials with many applications in biosensing, electronics, and nanotechnology. Among the various sulfur-containing molecules, the possibility to anchor a chiral sulfoxide to a metal surface has been scarcely investigated, despite this class of molecules being of great importance as ligands and catalysts. In this work, (R)-(+)-methyl p-tolyl sulfoxide was deposited on Au(111) and investigated by means of photoelectron spectroscopy and density functional theory calculations. The interaction with Au(111) leads to a partial dissociation of the adsorbate due to S–CH(3) bond cleavage. The observed kinetics support the hypotheses that (R)-(+)-methyl p-tolyl sulfoxide adsorbs on Au(111) in two different adsorption arrangements endowed with different adsorption and reaction activation energies. The kinetic parameters related to the adsorption/desorption and reaction of the molecule on the Au(111) surface have been estimated.
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spelling pubmed-101733192023-05-12 Adsorption and Dissociation of R-Methyl p-Tolyl Sulfoxide on Au(111) Satta, Mauro Zema, Nicola Turchini, Stefano Franchi, Stefano Contini, Giorgio Ciavardini, Alessandra Grazioli, Cesare Coreno, Marcello de Simone, Monica Tomellini, Massimo Piccirillo, Susanna ACS Omega [Image: see text] Sulfur-based molecules producing self-assembled monolayers on gold surfaces have long since become relevant functional molecular materials with many applications in biosensing, electronics, and nanotechnology. Among the various sulfur-containing molecules, the possibility to anchor a chiral sulfoxide to a metal surface has been scarcely investigated, despite this class of molecules being of great importance as ligands and catalysts. In this work, (R)-(+)-methyl p-tolyl sulfoxide was deposited on Au(111) and investigated by means of photoelectron spectroscopy and density functional theory calculations. The interaction with Au(111) leads to a partial dissociation of the adsorbate due to S–CH(3) bond cleavage. The observed kinetics support the hypotheses that (R)-(+)-methyl p-tolyl sulfoxide adsorbs on Au(111) in two different adsorption arrangements endowed with different adsorption and reaction activation energies. The kinetic parameters related to the adsorption/desorption and reaction of the molecule on the Au(111) surface have been estimated. American Chemical Society 2023-04-26 /pmc/articles/PMC10173319/ /pubmed/37179596 http://dx.doi.org/10.1021/acsomega.3c01647 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Satta, Mauro
Zema, Nicola
Turchini, Stefano
Franchi, Stefano
Contini, Giorgio
Ciavardini, Alessandra
Grazioli, Cesare
Coreno, Marcello
de Simone, Monica
Tomellini, Massimo
Piccirillo, Susanna
Adsorption and Dissociation of R-Methyl p-Tolyl Sulfoxide on Au(111)
title Adsorption and Dissociation of R-Methyl p-Tolyl Sulfoxide on Au(111)
title_full Adsorption and Dissociation of R-Methyl p-Tolyl Sulfoxide on Au(111)
title_fullStr Adsorption and Dissociation of R-Methyl p-Tolyl Sulfoxide on Au(111)
title_full_unstemmed Adsorption and Dissociation of R-Methyl p-Tolyl Sulfoxide on Au(111)
title_short Adsorption and Dissociation of R-Methyl p-Tolyl Sulfoxide on Au(111)
title_sort adsorption and dissociation of r-methyl p-tolyl sulfoxide on au(111)
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10173319/
https://www.ncbi.nlm.nih.gov/pubmed/37179596
http://dx.doi.org/10.1021/acsomega.3c01647
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