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Thiolate versus selenolate: structure, stability, and charge transfer properties

Selenolate is considered as an alternative to thiolate to serve as a headgroup mediating the formation of self-assembled monolayers (SAMs) on coinage metal substrates. There are, however, ongoing vivid discussions regarding the advantages and disadvantages of these anchor groups, regarding, in parti...

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Main Authors: Ossowski, Jakub (Author) , Wächter, Tobias (Author) , Silies, Laura (Author) , Kind, Martin (Author) , Noworolska, Agnieszka (Author) , Blobner, Florian (Author) , Gnatek, Dominika (Author) , Rysz, Jakub (Author) , Bolte, Michael (Author) , Feulner, Peter (Author) , Terfort, Andreas (Author) , Cyganik, Piotr (Author) , Zharnikov, Michael (Author)
Format: Article (Journal)
Language:English
Published: April 10, 2015
In: ACS nano
Year: 2015, Volume: 9, Issue: 4, Pages: 4508-4526
ISSN:1936-086X
DOI:10.1021/acsnano.5b01109
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/acsnano.5b01109
Verlag, lizenzpflichtig, Volltext: https://pubs.acs.org/doi/10.1021/acsnano.5b01109
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Author Notes:Jakub Ossowski, Tobias Wächter, Laura Silies, Martin Kind, Agnieszka Noworolska, Florian Blobner, Dominika Gnatek, Jakub Rysz, Michael Bolte, Peter Feulner, Andreas Terfort, Piotr Cyganik, and Michael Zharnikov
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Summary:Selenolate is considered as an alternative to thiolate to serve as a headgroup mediating the formation of self-assembled monolayers (SAMs) on coinage metal substrates. There are, however, ongoing vivid discussions regarding the advantages and disadvantages of these anchor groups, regarding, in particular, the energetics of the headgroup-substrate interface and their efficiency in terms of charge transport/transfer. Here we introduce a well-defined model system of 6-cyanonaphthalene-2-thiolate and -selenolate SAMs on Au(111) to resolve these controversies. The exact structural arrangements in both types of SAMs are somewhat different, suggesting a better SAM-building ability in the case of selenolates. At the same time, both types of SAMs have similar packing densities and molecular orientations. This permitted reliable competitive exchange and ion-beam-induced desorption experiments which provided unequivocal evidence for a stronger bonding of selenolates to the substrate as compared to the thiolates. Regardless of this difference, the dynamic charge transfer properties of the thiolate- and selenolate-based adsorbates were found to be nearly identical, as determined by the core-hole-clock approach, which is explained by a redistribution of electron density along the molecular framework, compensating the difference in the substrate-headgroup bond strength.
Item Description:Gesehen am 25.06.2020
Physical Description:Online Resource
ISSN:1936-086X
DOI:10.1021/acsnano.5b01109

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