title: 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 sp(3) 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.
authors: Institute of Nanotechnology, Karlsruhe Institute of Technology (KIT), P. O. Box 3640, 76021, Karlsruhe, Germany.
authors: Marcin
authors: M
authors: Lindner
authors: Institute of Nanotechnology, Karlsruhe Institute of Technology (KIT), P. O. Box 3640, 76021, Karlsruhe, Germany.
authors: Michal
authors: M
authors: Valášek
authors: Institute of Nanotechnology, Karlsruhe Institute of Technology (KIT), P. O. Box 3640, 76021, Karlsruhe, Germany.
authors: Jan
authors: J
authors: Homberg
authors: Institute of Nanotechnology, Karlsruhe Institute of Technology (KIT), P. O. Box 3640, 76021, Karlsruhe, Germany.
authors: Kevin
authors: K
authors: Edelmann
authors: Institute of Nanotechnology, Karlsruhe Institute of Technology (KIT), P. O. Box 3640, 76021, Karlsruhe, Germany.
authors: Lukas
authors: L
authors: Gerhard
authors: Institute of Nanotechnology, Karlsruhe Institute of Technology (KIT), P. O. Box 3640, 76021, Karlsruhe, Germany.
authors: Wulf
authors: W
authors: Wulfhekel
authors: Institute of Nanotechnology, Karlsruhe Institute of Technology (KIT), P. O. Box 3640, 76021, Karlsruhe, Germany.
authors: Olaf
authors: O
authors: Fuhr
authors: Applied Physical Chemistry, Heidelberg University, Im Neuenheimer Feld 253, 69120, Heidelberg, Germany.
authors: Tobias
authors: T
authors: Wächter
authors: Applied Physical Chemistry, Heidelberg University, Im Neuenheimer Feld 253, 69120, Heidelberg, Germany.
authors: Michael
authors: M
authors: Zharnikov
authors: J. Heyrovský Institute of Physical Chemistry of ASCR v.v.i., Dolejškova 3, 182 23, Prague 8, Czech Republic.
authors: Viliam
authors: V
authors: Kolivoška
authors: J. Heyrovský Institute of Physical Chemistry of ASCR v.v.i., Dolejškova 3, 182 23, Prague 8, Czech Republic.
authors: Lubomír
authors: L
authors: Pospíšil
authors: Research Centre for Natural Sciences, HAS, Magyar tudósok krt. 2, 1117, Budapest, Hungary.
authors: Gábor
authors: G
authors: Mészáros
authors: J. Heyrovský Institute of Physical Chemistry of ASCR v.v.i., Dolejškova 3, 182 23, Prague 8, Czech Republic.
authors: Magdaléna
authors: M
authors: Hromadová
authors: Institute of Nanotechnology, Karlsruhe Institute of Technology (KIT), P. O. Box 3640, 76021, Karlsruhe, Germany. marcel.mayor@unibas.ch.|Lehn Institute of Functional Materials (LIFM), Sun Yat-Sen University (SYSU), XinGangXi Rd. 135, 510275, Guangzhou, P. R. China. marcel.mayor@unibas.ch.|Department of Chemistry, University of Basel, St. Johannsring 19, 4056, Basel, Switzerland. marcel.mayor@unibas.ch.
authors: Marcel
authors: M
authors: Mayor
keywords: X-ray absorption spectroscopy; molecular tripods; monolayers; scanning probe microscopy; tetraphenylmethane