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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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Main Authors: Benneckendorf, Frank S. (Author) , Rohnacher, Valentina (Author) , Sauter, Eric (Author) , Hillebrandt, Sabina (Author) , Münch, Maybritt (Author) , Wang, Can (Author) , Casalini, Stefano (Author) , Ihrig, Katharina (Author) , Beck, Sebastian (Author) , Jänsch, Daniel (Author) , Freudenberg, Jan (Author) , Jaegermann, Wolfram (Author) , Samorì, Paolo (Author) , Pucci, Annemarie (Author) , Bunz, Uwe H. F. (Author) , Zharnikov, Michael (Author) , Müllen, Klaus (Author)
Format: Article (Journal)
Language:English
Published: 2020
In: ACS applied materials & interfaces
Year: 2019, Volume: 12, Issue: 5, Pages: 6565-6572
ISSN:1944-8252
DOI:10.1021/acsami.9b16062
Online Access:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1021/acsami.9b16062
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Author Notes: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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Summary: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.
Item Description:Published: December 11, 2019
Gesehen am 08.04.2020
Physical Description:Online Resource
ISSN:1944-8252
DOI:10.1021/acsami.9b16062

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