Tetrapodal diazatriptycene enforces orthogonal orientation in self-assembled monolayers
Conformationally rigid multipodal molecules should control the orientation and packing density of functional head groups upon self-assembly on solid supports. Common tripods frequently fail in this regard because of inhomogeneous bonding configuration and stochastic orientation. These issues are cir...
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| Hauptverfasser: | , , , , , , , , , , , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
2020
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| In: |
ACS applied materials & interfaces
Year: 2019, Jahrgang: 12, Heft: 5, Pages: 6565-6572 |
| ISSN: | 1944-8252 |
| DOI: | 10.1021/acsami.9b16062 |
| Online-Zugang: | Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1021/acsami.9b16062
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| Verfasserangaben: | Frank S. Benneckendorf, Valentina Rohnacher, Eric Sauter, Sabina Hillebrandt, Maybritt Münch, Can Wang, Stefano Casalini, Katharina Ihrig, Sebastian Beck, Daniel Jänsch, Jan Freudenberg, Wolfram Jaegermann, Paolo Samorì, Annemarie Pucci, Uwe H.F. Bunz, Michael Zharnikov, and Klaus Müllen |
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| 245 | 1 | 0 | |a Tetrapodal diazatriptycene enforces orthogonal orientation in self-assembled monolayers |c Frank S. Benneckendorf, Valentina Rohnacher, Eric Sauter, Sabina Hillebrandt, Maybritt Münch, Can Wang, Stefano Casalini, Katharina Ihrig, Sebastian Beck, Daniel Jänsch, Jan Freudenberg, Wolfram Jaegermann, Paolo Samorì, Annemarie Pucci, Uwe H.F. Bunz, Michael Zharnikov, and Klaus Müllen |
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| 520 | |a Conformationally rigid multipodal molecules should control the orientation and packing density of functional head groups upon self-assembly on solid supports. Common tripods frequently fail in this regard because of inhomogeneous bonding configuration and stochastic orientation. These issues are circumvented by a suitable tetrapodal diazatriptycene moiety, bearing four thiol-anchoring groups, as demonstrated in the present study. Such molecules form well-defined self-assembled monolayers (SAMs) on Au(111) substrates, whereby the tetrapodal scaffold enforces a nearly upright orientation of the terminal head group with respect to the substrate, with at least three of the four anchoring groups providing thiolate-like covalent attachment to the surface. Functionalization by condensation chemistry allows a large variety of functional head groups to be introduced to the tetrapod, paving the path toward advanced surface engineering and sensor fabrication. | ||
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