Self‐Assembly of Fivefold‐Symmetric Molecules on a Threefold‐Symmetric Surface

Guillermet, Olivier; Niemi, Eeva; Nagarajan, S.; Bouju, Xavier; Martrou, D.; Gourdon, André; Gauthier, Sébastien

doi:10.1002/anie.200805689

Cited by 58 publications

(59 citation statements)

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“…[12] In recent years, the investigation of the properties of isolated, individual molecules has been greatly facilitated by scanning tunnelling microscopy (STM). Thus, this technique has been used to study the adsorption site and geometry of molecules on the surfaces, [9,13] to obtain high resolution images of the intramolecular structure, [14][15][16] to investigate the electronic properties of individual molecules, [17][18][19] to detect different spin states of transition-metal complexes [20] and to observe charge localization on isolated mixed-valence com- [ anedionate ion)}. In addition, X-ray structures for complexes 1, 2, 3, 4 and 6 were determined.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of a Series of Ruthenium Tris(β‐diketonato) Complexes by an UHV‐STM Investigation and Numerical Calculations

et al. 2011

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Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of a Series of Ruthenium Tris(β‐diketonato) Complexes by an UHV‐STM Investigation and Numerical Calculations

et al. 2011

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“…[1][2][3][4][5][6][7][8][9][10][11][12] Some organic molecules have the ability to self-assemble in two-dimensional ͑2D͒ networks when they are deposited on a surface. Some properties of these templates, such as their possibility to form either chiral or non-chiral ordered structures, 13,14 have been intensively studied for understanding their possible applications in nanotechnology ͑e.g., Refs.…”

Section: Introductionmentioning

confidence: 99%

Experimental and theoretical analysis of H-bonded supramolecular assemblies of PTCDA molecules

et al. 2010

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Physics, 81(19), 195412-1-195412-11. [195412]. https://doi.org/10.1103/PhysRevB. 81.195412 Copyright Other than for strictly personal use, it is not permitted to download or to forward/distribute the text or part of it without the consent of the author(s) and/or copyright holder(s), unless the work is under an open content license (like Creative Commons).Take-down policy If you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim.Downloaded from the University of Groningen/UMCG research database (Pure): http://www.rug.nl/research/portal. For technical reasons the number of authors shown on this cover page is limited to 10 maximum. Using a systematic method based on considering all possible hydrogen bond connections between molecules and subsequent density-functional theory ͑DFT͒ calculations, we investigated planar superstructures that the perylene-3,4,9,10-tetracarboxylic-3,4,9,10-dianhydride ͑PTCDA͒ molecules can form in one and two dimensions. Structures studied are mostly based on two molecule unit cells and all assemble in flat periodic arrays. We show that 42 different monolayer structures are possible, which can be split into eight families of distinct structures. A single representative of every family was selected and relaxed using DFT. We find square, herringbone and brick wall phases ͑among others͒ which were already observed on various substrates. Using scanning tunneling microscopy in ultrahigh vacuum, we also observed herringbone and square phases after sublimation of PTCDA molecules on the Au͑111͒ surface at room temperature, the square phase being observed for the first time on this substrate. The square phase appears as a thin stripe separating two herringbone domains and provides a perfect structural matching for them. A similar structural formation serving as a domain wall between two other phases has been recently reported on the same surface formed by melamine molecules ͓F. Silly et al., J. Phys. Chem. C 112, 11476 ͑2008͔͒. Our theoretical analysis helps to account for these and other observed complex structures.

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“…Self-assembly protocols have been developed to achieve regular surface tessellations, including the semiregular Kagomé lattice (11)(12)(13), and even more complex tiling patterns or surface decorations (25)(26)(27)(28)(29)(30). Despite the striking advances, five-vertex structures remain a challenging issue, reflecting the lack of adequate complementary polygonal molecular modules and planar fivefold coordination nodes, respectively.…”

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Five-vertex Archimedean surface tessellation by lanthanide-directed molecular self-assembly

Écija

Urgel

Papageorgiou

et al. 2013

Proc. Natl. Acad. Sci. U.S.A.

127

109

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The tessellation of the Euclidean plane by regular polygons has been contemplated since ancient times and presents intriguing aspects embracing mathematics, art, and crystallography. Significant efforts were devoted to engineer specific 2D interfacial tessellations at the molecular level, but periodic patterns with distinct five-vertex motifs remained elusive. Here, we report a direct scanning tunneling microscopy investigation on the ceriumdirected assembly of linear polyphenyl molecular linkers with terminal carbonitrile groups on a smooth Ag(111) noble-metal surface. We demonstrate the spontaneous formation of fivefold Celigand coordination motifs, which are planar and flexible, such that vertices connecting simultaneously trigonal and square polygons can be expressed. By tuning the concentration and the stoichiometric ratio of rare-earth metal centers to ligands, a hierarchic assembly with dodecameric units and a surface-confined metalorganic coordination network yielding the semiregular Archimedean snub square tiling could be fabricated.T he tiling of surfaces is relevant for pure art (1), mathematics (2, 3), material physics (4), and molecular science (5). Johannes Kepler's pertaining, rigorous analysis revealed four centuries ago that in the Euclidean plane 11 tessellations based on symmetric polygonal units exist (6): three consist of a specific polygon (so-called regular tilings with squares, triangles, or hexagons, respectively), whereas eight require the combination of two or more different polygons (named semiregular or Archimedean tilings from triangles, squares, hexagons, octagons, and dodecagons).Manifestations of regular tessellations at the atomic and molecular level are ubiquitous, including crystalline planes and surfaces of elemental or molecular crystals, and honeycomb structures encountered, e.g., for graphene sheets, strain relief and supramolecular lattices. In addition, the family of semiregular Archimedean tilings features intriguing characteristics. They may represent geometrically frustrated magnets (7) or provide novel routes for constructing photonic crystals (8). However, with the exception of the frequently realized trihexagonal tiling (also known as the Kagomé lattice) (9-15), the other semiregular Archimedean tiling patterns remain largely unexplored.Three of the semiregular Archimedean tilings correspond to five-vertex configurations (Fig. 1 A-C): the snub hexagonal tiling (four triangles and one hexagon at each vertex, labeled 3.3.3.3.6), the elongated triangular tiling (three triangles and two squares join at each vertex in a 3.3.3.4.4 sequence), and the snub square tiling (three triangles and two squares at each vertex; labeled 3.3.4.3.4). They have been identified in bulk materials, such as layered crystalline structures of complex metallic alloys (4, 16-18), supramolecular dendritic liquids (19), liquid crystals (20), special star-branched polymers (21, 22), and binary nanoparticle superlattices (23). Moreover, recent experiments with colloids at a quasicrystalline substra...

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Self‐Assembly of Fivefold‐Symmetric Molecules on a Threefold‐Symmetric Surface

Cited by 58 publications

References 14 publications

Synthesis and Characterization of a Series of Ruthenium Tris(β‐diketonato) Complexes by an UHV‐STM Investigation and Numerical Calculations

Synthesis and Characterization of a Series of Ruthenium Tris(β‐diketonato) Complexes by an UHV‐STM Investigation and Numerical Calculations

Experimental and theoretical analysis of H-bonded supramolecular assemblies of PTCDA molecules

Five-vertex Archimedean surface tessellation by lanthanide-directed molecular self-assembly

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