STM investigations on a tetralactam macrocycle adsorbed on Au(111) and Cu(111) surfaces

Kossev, Iordan; Fahrenholz, Sonja; Görling, and Andreas; Hieringer, Wolfgang; Schalley, Christoph A.; Sokołowski, M.

doi:10.1016/j.synthmet.2004.06.053

Cited by 5 publications

(7 citation statements)

References 22 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For example, self-organization was inhibited by too strong interactions to the underlying surface, [12] or blocking of the intermolecular bonds by sterically unfavorable groups occurred, as we reported earlier. [13] In the present work, we demonstrate that for a proper molecule-substrate combination, highly ordered structures of these type of molecules can be achieved. In addition, STM imaging at very low tunneling currents in combination with density functional theory (DFT) calculations proved to be a suitable tool for the structure determination of such layers of 3D nonplanar molecules with a considerable geometric thickness and structural complexity.…”

Section: Introductionmentioning

confidence: 53%

“…[4] Basic building blocks in this type of supramolecular chemistry are macrocycles and linear molecules, which, for example, in rotaxanes, act as wheels and axles, respectively. [5][6][7] Several studies have been performed on the adsorption and ordering of rotaxanes, [8,9] catenanes, [10,11] or building blocks of such interlocked molecules [12,13] on surfaces.…”

Section: Introductionmentioning

confidence: 99%

“…[12,13] However, the preparation of highly ordered layers and the achievement of submolecular resolution in STM experiments turned out to be very difficult for several reasons. For example, self-organization was inhibited by too strong interactions to the underlying surface, [12] or blocking of the intermolecular bonds by sterically unfavorable groups occurred, as we reported earlier.…”

Section: Introductionmentioning

confidence: 99%

“…The four benzene rings close to the amide groups are almost perpendicular to the plane of the macrocycle, which means that four of the eight methyl groups are sticking out above and the other four below the macrocycle plane. From local HartreeFock calculations of a very similar molecule (TLM with an additional tert-butyl group attached to the isophthalic diamide unit), [13] the highest occupied molecular orbital-lowest unoccupied molecular orbital (HOMO-LUMO) gap was estimated to be 3.08 eV. From this large gap and the extended geometric structure of the molecule perpendicular to the plane of the macrocycle (see Fig.…”

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Highly Ordered 2D Hydrogen‐Bonded Structures of a Tetralactam Macrocycle on the Au(111) Surface

Kossev

Reckien

Kirchner

et al. 2007

Adv Funct Materials

Self Cite

View full text Add to dashboard Cite

Monolayers of a tetralactam macrocycle, which are commonly used as building blocks in the synthesis of rotaxanes or catenanes, are deposited on a Au(111) surface by using vapor deposition. Due to self‐organization, 2D highly ordered supramolecular networks form. From scanning tunneling microscopy (STM) and concomitant density‐function theory calculations, two structurally different phases are found. In both phases, pairs of hydrogen bonds between the amide groups of next‐neighbor macrocycles are responsible for the structural arrangement of the macrocycles. The structure of both phases differs from that of bulk lattice planes, which reveals that the Au(111) surface acts as a template for the growth of the specific 2D structures. These networks of tetralactam macrocycles possibly open a route to study mechanical interlocking processes or guest/host interactions of the molecules in further detail by using STM.

show abstract

Section: Introductionmentioning

confidence: 53%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Highly Ordered 2D Hydrogen‐Bonded Structures of a Tetralactam Macrocycle on the Au(111) Surface

Kossev

Reckien

Kirchner

et al. 2007

Adv Funct Materials

Self Cite

View full text Add to dashboard Cite

show abstract

“…[50] Single tetralactam macrocycles on Au(111) surfaces apparently only build disordered, closed films, and clustering at step edges and surface defect sites occurs. [51] Since an electrochemical STM cell is not always a realistic surrounding, we turned to other ways in which to address the following question: "How can intermolecular and moleculesubstrate interactions be balanced, and how can additional molecular functionality be introduced? "…”

Section: Role Of Intermolecular and Molecule-substrate Interactionsmentioning

confidence: 99%

Self‐Organized Monolayers: A Route to Conformational Switching and Read‐Out of Functional Supramolecular Assemblies by Scanning Probe Methods

Hermann

Scherer

Housecroft

et al. 2006

Adv Funct Materials

View full text Add to dashboard Cite

Self‐organized molecular layers provide a promising route to constructing new (switchable) nanodevices and optimizing nanosensors. The design of such molecules involves control of structure and stabilization on the surface, as well as control of functionality. The search for a potentially universal “adapter”, which can control the self‐organization and stabilization on a particular type of surface, is a unique challenge. High‐quality nanoscale imaging using scanning tunneling microscopy (STM) provides the means to further such studies. This article reviews our recent STM work on single molecules, self‐assembled monolayers, and self‐organized monolayers, highlighting our application of a general “self‐organizer” for graphite surfaces, i.e., a Fréchet‐type dendron. How powerfully this self‐organizing motif can affect various central components (catalytic, switchable, redox‐active) on a graphite surface is addressed by analyzing self‐organized monolayers of nine different molecules, each containing at least one first‐ or second‐generation Fréchet‐type dendron. In molecular layers containing a “switchable” core, we can detect a large conformational change upon protonation with HCl gas. Last, but not least, the dynamic surface organization properties of the Fréchet‐type dendrons are described.

show abstract

Scanning Probe Microscopy

Hermann¹,

Hoffmann‐Vogel

2012

Analytical Methods in Supramolecular Chemistry

View full text Add to dashboard Cite

Lesson: Scanning Probe Microscopy: "feeling" what you can't see at the nanometer scale Standards:HS-PS1-3. Plan and conduct an investigation to gather evidence to compare the structure of substances at the bulk scale to infer the strength of electrical forces between particles.HS-PS2-6. Communicate scientific and technical information about why the molecular-level structure is important in the functioning of designed materials.HS-PS2-1. Analyze data to support the claim that Newton's second law of motion describes the mathematical relationship among the net force on a macroscopic object, its mass, and its acceleration.HS-ETS1-2. Design a solution to a complex real-world problem by breaking it down into smaller, more manageable problems that can be solved through engineering.

show abstract

STM investigations on a tetralactam macrocycle adsorbed on Au(111) and Cu(111) surfaces

Cited by 5 publications

References 22 publications

Highly Ordered 2D Hydrogen‐Bonded Structures of a Tetralactam Macrocycle on the Au(111) Surface

Highly Ordered 2D Hydrogen‐Bonded Structures of a Tetralactam Macrocycle on the Au(111) Surface

Self‐Organized Monolayers: A Route to Conformational Switching and Read‐Out of Functional Supramolecular Assemblies by Scanning Probe Methods

Scanning Probe Microscopy

Contact Info

Product

Resources

About