Importance of the anchor group position (para versus meta) in tetraphenylmethane tripods: synthesis and self-assembly features
Abstract The efficient synthesis of tripodal platforms based on tetraphenylmethane with three acetyl-protected thiol groups in either meta or para positions relative to the central sp3 carbon for deposition on Au (111) surfaces is reported. These platforms are intended to provide a vertical arrangem...
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| Hauptverfasser: | , , , , , , , , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
09 August 2016
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| In: |
Chemistry - a European journal
Year: 2016, Jahrgang: 22, Heft: 37, Pages: 13218-13235 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201602019 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201602019 Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.201602019 |
| Verfasserangaben: | Marcin Lindner, Michal Valášek, Jan Homberg, Kevin Edelmann, Lukas Gerhard, Wulf Wulfhekel, Olaf Fuhr, Tobias Wächter, Michael Zharnikov, Viliam Kolivoška, Lubomír Pospíšil, Gábor Mészáros, Magdaléna Hromadová, and Marcel Mayor |
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| 245 | 1 | 0 | |a Importance of the anchor group position (para versus meta) in tetraphenylmethane tripods |b synthesis and self-assembly features |c Marcin Lindner, Michal Valášek, Jan Homberg, Kevin Edelmann, Lukas Gerhard, Wulf Wulfhekel, Olaf Fuhr, Tobias Wächter, Michael Zharnikov, Viliam Kolivoška, Lubomír Pospíšil, Gábor Mészáros, Magdaléna Hromadová, and Marcel Mayor |
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| 520 | |a Abstract The efficient synthesis of tripodal platforms based on tetraphenylmethane with three acetyl-protected thiol groups in either meta or para positions relative to the central sp3 carbon for deposition on Au (111) surfaces is reported. These platforms are intended to provide a vertical arrangement of the substituent in position?4 of the perpendicular phenyl ring and an electronic coupling to the gold substrate. The self-assembly features of both derivatives are analyzed on Au (111) surfaces by low-temperature ultra-high-vacuum STM, high-resolution X-ray photoelectron spectroscopy, near-edge X-ray absorption fine structure spectroscopy, and reductive voltammetric desorption studies. These experiments indicated that the meta derivative forms a well-ordered monolayer, with most of the anchoring groups bound to the surface, whereas the para derivative forms a multilayer film with physically adsorbed adlayers on the chemisorbed para monolayer. Single-molecule conductance values for both tripodal platforms are obtained through an STM break junction experiment. | ||
| 650 | 4 | |a molecular tripods | |
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| 650 | 4 | |a scanning probe microscopy | |
| 650 | 4 | |a tetraphenylmethane | |
| 650 | 4 | |a X-ray absorption spectroscopy | |
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| 700 | 1 | |a Mayor, Marcel |e VerfasserIn |4 aut | |
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