Thymine and Adenine Tetrads Formed on Anisotropic Metal Surfaces

Zhong, Dingyong; Blömker, Tobias; Mück‐Lichtenfeld, Christian; Zhang, Haiming; Kehr, Gerald; Erker, Gerhard; Fuchs, Harald; Chi, Lifeng

doi:10.1002/smll.201301595

Cited by 7 publications

(3 citation statements)

References 36 publications

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“…First, we built up structural models of the triangular clusters based on the canonical form of the Umolecule;however, we identified that the most stable parallelogrammic model did not agree with the experimental configuration as illustrated in Figure S3. As it is known that the nucleobases can undergo tautomerization on surfaces, [39][40][41] we then re-built our models taking into account the non-canonical forms of the Umolecule.A fter an extensive structural search and comparison with STM images,w ei dentified the energetically favorable models of the triangular and parallelogrammic clusters,which were overlaid on the corresponding simulated STM images ( Figure 1e); good agreements are achieved when comparing them with the experimental morphologies and dimensions. Theoptimized models showed that the triangular cluster was formed by three Umolecules coordinating to three Ni atoms, and that the parallelogrammic cluster was formed by two homochiral triangular clusters linked together through double NÀH···O hydrogen bonds.Interestingly,wefound that the two dim molecules mentioned above are just the ones that are involved in the formation of hydrogen bonds.W ethus believe that the change in apparent heights of molecules 1a nd 2 ( Figure 1c,d)s hould be attributed to the corresponding change in their molecular adsorption configurations upon hydrogen-bond formation.…”

Section: Angewandte Communicationsmentioning

confidence: 99%

Controllable Scission and Seamless Stitching of Metal–Organic Clusters by STM Manipulation

et al. 2015

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Scanning tunneling microscopy( STM) manipulation techniques have proven to be ap owerfulm ethod for advanced nanofabrication of artificial molecular architectures on surfaces.With increasing complexity of the studied systems, STM manipulations are then extended to more complicated structural motifs.Previously,the dissociation and construction of various motifs have been achieved, but only in as ingle direction. In this report, the controllable scission and seamless stitching of metal-organic clusters have been successfully achieved through STM manipulations.T he system presented here includes two sorts of hierarchical interactions where coordination bonds hold the metal-organic elementary motifs while hydrogen bonds among elementary motifs are directly involved in bond breakage and re-formation. The key to making this reversible switching successful is the hydrogen bonding,w hichi sc omparatively facile to be broken for controllable scission, and, on the other hand, the directional characteristic of hydrogen bonding makes precise stitching feasible.The direct identification of intermolecular interactions and the delicate tailoring of structural motifs with molecular precision on solid surfaces have recently attracted considerable interest because of the prospect for artificial design of functional molecular nanostructures and nanodevices.S canning tunneling microscopy (STM), especially under ultrahigh vacuum (UHV) conditions,h as proven to be ap owerful method for the precise manipulation of single molecules to trigger various single-molecule behaviors,s uch as translation, [1][2][3] rotation, [3][4][5][6][7][8][9] flipping, [10] cis-trans isomerization, [11][12][13] tautomerization, [14][15][16] dehydrogenation, [17][18][19] and dehalogenation.[20] Not limited to single molecules,S TM manipulations have also been extended to larger molecular structural motifs with great progress in the following aspects:1 )moving clusters, [21] chains, [22][23][24][25] and patches; [26] 2) dissociating dimers, clusters,a nd complexes by breaking hydrogen bonds, [27] coordination bonds, [28][29][30] and carbon-metal bonds, [31] respectively;3)constructing structural motifs by forming new bonds ranging from hydrogen bonds, [32] coordination bonds, [30,33] to robust covalent bonds; [20,34,35] and 4) probing different hierarchical interactions [36] and identifying hydrogen-bonding configurations [27] and covalent bonding sites.[37] Most of the previous studies mentioned above mainly exhibited either the dissociation or construction of various structural motifs. However,t ot he best of our knowledge,t he reversible switching of complicated structural motifs by controllable breakage and re-formation of certain bonds through STM manipulations has not been reported to date.Itistherefore of great interest to explore the feasibility of utilizing STM manipulations to achieve controllable scission and precise stitching of complicated structural motifs in ac omparatively facile manner, which may open anew avenue for the artificial ...

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Section: Angewandte Communicationsmentioning

confidence: 99%

Controllable Scission and Seamless Stitching of Metal–Organic Clusters by STM Manipulation

et al. 2015

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“…Surface‐supported molecular self‐assembly of organic molecules has attracted broad scientific and technological interests and therefore, been extensively investigated during the past two decades, both in liquid and vacuum . Generally speaking, self‐assembled molecular structure relies on a subtle balance between intermolecular (molecule–molecule and molecule–solvent) and interfacial (molecule–substrate and solvent–substrate) interactions.…”

Section: Introductionmentioning

confidence: 99%

Concentration‐Controlled Reversible Phase Transitions in Self‐Assembled Monolayers on HOPG Surfaces

Shen

Wei

Tan

et al. 2015

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Rational control of molecular ordering on surfaces and interfaces is vital in supramolecular chemistry and nanoscience. Here, a systematic scanning tunneling microscopy (STM) study for controlling the self-assembly behavior of alkoxylated benzene (B-OC(n)) molecules on a HOPG surface is presented. Three different phases have been observed and, of great importance, they can transform to each other by modifying the solute concentration. Further studies, particularly in situ diluting and concentrating experiments, demonstrate that the transitions among the three phases are highly controllable and reversible, and are driven thermodynamically. In addition, it is found that concentration-controlled reversible phase transitions are general for different chain lengths of B-OC(n) molecules. Such controllable and reversible phase transitions may have potential applications in the building of desirable functional organic thin films and provide a new understanding in thermodynamically driven self-assembly of organic molecules on surfaces and interfaces.

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“…Purity and identity are confirmed by 1 H and 13 C NMR spectroscopy, mass spectrometry, elemental analysis, and FTIR spectroscopy (Figures S2-S5). The 1 : 3 supermesogen M 13 with adenine derivative 4 [35] was assembled in DCM and freeze dried from benzene (see experimental section and Supporting Information). All materials were heated to the LC phase prior to their LC studies in order to eliminate preparation and thermal history.…”

Section: Synthesismentioning

confidence: 99%

Discotic Star Mesogen with Thymine Nucleobases Exhibiting a Rare Gyroid Cubic Mesophase with 3D Conductivity

Noll,

Lambov,

Singh

et al. 2023

Chemistry A European J

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A unique gyroid cubic phase has been discovered for a discotic star mesogen with three covalently attached DNA bases. In this cubic [[EQUATION]] phase, the conjugated core of the mesogens and the thymine pseudo guests self‐assemble in mirror image continuous networks, representing a semiconducting material with three‐dimensional transport pathways. The hole carrier mobilities are found to be in the typical range of poly(phenylenevinylene) scaffolds. This structure is stabilized by a weak hydrogen bonding between the thymine bases and can be switched to a columnar liquid crystal – thermally and by the addition of complementary adenine guests.

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Thymine and Adenine Tetrads Formed on Anisotropic Metal Surfaces

Cited by 7 publications

References 36 publications

Controllable Scission and Seamless Stitching of Metal–Organic Clusters by STM Manipulation

Controllable Scission and Seamless Stitching of Metal–Organic Clusters by STM Manipulation

Concentration‐Controlled Reversible Phase Transitions in Self‐Assembled Monolayers on HOPG Surfaces

Discotic Star Mesogen with Thymine Nucleobases Exhibiting a Rare Gyroid Cubic Mesophase with 3D Conductivity

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