Six state molecular revolver mounted on a rigid platform

Homberg, Jan; Lindner, Marcin; Gerhard, Lukas; Edelmann, Kevin; Frauhammer, Timo; Nahas, Y.; Valášek, Michal; Mayor, Marcel; Wulfhekel, Wulf

doi:10.1039/c9nr00259f

Cited by 13 publications

(15 citation statements)

References 42 publications

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“…The tripodal design of the foot structure with three thiol anchoring groups in the meta‐ positions was chosen with the intention to provide a rigid, covalently bonded anchor to the Au(111) surface with an upright orientation of the protruding functionality. [40] These tripodal molecules with acetyl protected anchoring groups can be efficiently deprotected either in situ[ 40 , 41 ] upon binding to the gold surface or chemically by cleaving agents. [42] With this strategy, we aim to enable self‐decoupling of NDI chromophores from the substrate by molecular design.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Surface Behaviour of NDI Chromophores Mounted on a Tripodal Scaffold: Towards Self‐Decoupled Chromophores for Single‐Molecule Electroluminescence

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Lukášek

Valášek

et al. 2021

Chemistry A European J

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This paper reports the efficient synthesis, absorption and emission spectra, and the electrochemical properties of a series of 2,6‐disubstituted naphthalene‐1,4,5,8‐tetracarboxdiimide (NDI) tripodal molecules with thioacetate anchors for their surface investigations. Our studies showed that, in particular, the pyrrolidinyl group with its strong electron‐donating properties enhanced the fluorescence of such core‐substituted NDI chromophores and caused a significant bathochromic shift in the absorption spectrum with a correspondingly narrowed bandgap of 1.94 eV. Cyclic voltammetry showed the redox properties of NDIs to be influenced by core substituents. The strong electron‐donating character of pyrrolidine substituents results in rather high HOMO and LUMO levels of ‐5.31 and ‐3.37 eV when compared with the parental unsubstituted NDI. UHV‐STM measurements of a sub‐monolayer of the rigid tripodal NDI chromophores spray deposited on Au(111) show that these molecules mainly tend to adsorb flat in a pairwise fashion on the surface and form unordered films. However, the STML experiments also revealed a few molecular clusters, which might consist of upright oriented molecules protruding from the molecular island and show electroluminescence photon spectra with high electroluminescence yields of up to 6×10−3. These results demonstrate the promising potential of the NDI tripodal chromophores for the fabrication of molecular devices profiting from optical features of the molecular layer.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Surface Behaviour of NDI Chromophores Mounted on a Tripodal Scaffold: Towards Self‐Decoupled Chromophores for Single‐Molecule Electroluminescence

Balzer

Lukášek

Valášek

et al. 2021

Chemistry A European J

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“…So far, different stimuli have been reported which can induce molecular switching in the junction of an STM. These include the sample voltage , the tunnelling current 11,15,16 , the electric field 10,17 the mechanical presence of the tip [18][19][20] , and photoresponse of the molecule 21,22 . In this work, we fabricated ordered submonolayers of tripodal molecular platforms with a rotatable acetyl group mounted on top.…”

Section: Introductionmentioning

confidence: 99%

Addressing a lattice of rotatable molecular dipoles with the electric field of an STM tip

Frauhammer

Gerhard

Edelmann

et al. 2021

Phys. Chem. Chem. Phys.

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“…[26] Although this control via coverage should, in principle,e nable superstructures of any size,t he largest unit cells reported so far were comprised of some two hundred molecules per unit cell. Furthermore,h oneycomb superstructures may turn out useful to control the density of functional molecules on surfaces.I nt he context of platform molecules, [32][33][34] where af unctional unit is attached to am olecular base, [35][36][37][38][39][40][41][42] the pattern of the platforms is imposed on the functional units.…”

Section: Introductionmentioning

confidence: 99%

Coverage‐Controlled Superstructures of C₃‐Symmetric Molecules: Honeycomb versus Hexagonal Tiling

et al. 2020

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The competition between honeycomb and hexagonal tiling of molecular units can lead to large honeycomb superstructures on surfaces. Such superstructures exhibit pores that may be used as 2D templates for functional guest molecules. Honeycomb superstructures of molecules that comprise a C3 symmetric platform on Au(111) and Ag(111) surfaces are presented. The superstructures cover nearly mesoscopic areas with unit cells containing up to 3000 molecules, more than an order of magnitude larger than previously reported. The unit cell size may be controlled by the coverage. A fairly general model was developed to describe the energetics of honeycomb superstructures built from C3 symmetric units. Based on three parameters that characterize two competing bonding arrangements, the model is consistent with the present experimental data and also reproduces various published results. The model identifies the relevant driving force, mostly related to geometric aspects, of the pattern formation.

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Six state molecular revolver mounted on a rigid platform

Abstract: The tip of an STM induces transitions between six rotational states in tripodal sulfur-anchored stands with rotational axes.

Cited by 13 publications

References 42 publications

Synthesis and Surface Behaviour of NDI Chromophores Mounted on a Tripodal Scaffold: Towards Self‐Decoupled Chromophores for Single‐Molecule Electroluminescence

Synthesis and Surface Behaviour of NDI Chromophores Mounted on a Tripodal Scaffold: Towards Self‐Decoupled Chromophores for Single‐Molecule Electroluminescence

Addressing a lattice of rotatable molecular dipoles with the electric field of an STM tip

Coverage‐Controlled Superstructures of C₃‐Symmetric Molecules: Honeycomb versus Hexagonal Tiling

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Six state molecular revolver mounted on a rigid platform

Abstract: The tip of an STM induces transitions between six rotational states in tripodal sulfur-anchored stands with rotational axes.

Cited by 13 publications

References 42 publications

Synthesis and Surface Behaviour of NDI Chromophores Mounted on a Tripodal Scaffold: Towards Self‐Decoupled Chromophores for Single‐Molecule Electroluminescence

Synthesis and Surface Behaviour of NDI Chromophores Mounted on a Tripodal Scaffold: Towards Self‐Decoupled Chromophores for Single‐Molecule Electroluminescence

Addressing a lattice of rotatable molecular dipoles with the electric field of an STM tip

Coverage‐Controlled Superstructures of C3‐Symmetric Molecules: Honeycomb versus Hexagonal Tiling

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Coverage‐Controlled Superstructures of C₃‐Symmetric Molecules: Honeycomb versus Hexagonal Tiling