Coadsorption of 2-mercaptopyrimidine and 2,2′-bipyridine on Au(111) studied by scanning tunneling microscopy

Pinheiro, Lidriana de Souza; Temperini, Márcia L. A.

doi:10.1016/s0039-6028(99)00785-2

Cited by 22 publications

(17 citation statements)

References 15 publications

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“…3(v). Pi-stacking of aromatic groups is employed in the construction of 3-d supramolecular structures from large molecules such as porphyrins [43] and has been reported for smaller molecules deposited from solution [44,45]. The present results suggest that pi-pi interactions can also play a role in the close packing of aromatic groups in a monolayer deposited from the gas phase where solvent interactions are absent.…”

Section: Discussionsupporting

confidence: 65%

Aromatic interactions in the close packing of phenyl-imides at Cu(110) surfaces

2004

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Section: Discussionsupporting

confidence: 65%

Aromatic interactions in the close packing of phenyl-imides at Cu(110) surfaces

2004

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“…There are reports of highly ordered 2D structures at the solution-graphite interface where solvent and solute adopt well-defined bimolecular structures. [13][14][15] In this report we provide the first example of a bimolecular self-assembled 2D structure formed by vapor-phase deposition onto a metal surface. The system reported here is a two-component structure reminiscent of the fluorophenyl-phenyl system, but modified to reflect the 2D nature of the problem.…”

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confidence: 95%

A Self-Organized 2-Dimensional Bifunctional Structure Formed by Supramolecular Design

et al. 2002

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The production of a novel two-dimensional bimolecular surface structure using weak noncovalent interactions is demonstrated and observed by scanning tunneling microscopy. This work follows the three-dimensional (3D) ideas of crystal engineering and applies the concepts of supramolecular synthons to molecular systems constrained to 2D by physisorption on a conducting surface. We demonstrate a well-ordered planar structure that self-assembles through the influence of fluorine-phenyl interactions. This study provides a concrete example of the "bottom up" construction of nanostructures and of the systematic design of self-organized layers. To our knowledge, this is the first in a new class of fully 2D materials based both upon weak intermolecular interactions and upon image charges and weak interactions associated with adsorption on metal surfaces.

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“…Apart from biological molecules such as, for example, nucleobases, , synthetic molecules are utilized for self-assembly on surfaces investigated by STM. Among these compounds are urea derivatives, alcohols, aromatic thiols, , ureido-functionalized molecules, 2-pyrrolidone, imines, imides, , carbamates, , and carboxylic acids. ,,− The adsorption of terephthalic acid on Au(111) under UHV conditions leads to hydrogen-bonded linear chains, whereas on Cu(100) temperature-dependent changes of the morphology take place parallel to deprotonation . If a third carboxylic group is introduced to the aromatic core (trimesic acid, TMA), a two-dimensional extended flower and chickenwire-like structures are formed on graphite which can be controlled by the solvent and act additionally as hosts for further TMA molecules. , Even five different morphologies are built if the same compound is self-assembled on Au(111) under potential control .…”

Section: Introductionmentioning

confidence: 99%

Homo- and Heteroassemblies of Lactim/Lactam Recognition Patterns on Highly Ordered Pyrolytic Graphite: An STM Investigation

et al. 2006

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The 2D assembly of phthalhydrazide 1 and aminopyrimidine 2 derivatives equipped with C16 and C8 alkyl chains, respectively, on highly ordered pyrolytic graphite (HOPG) was studied by scanning tunneling microscopy. Well-defined, rather complex surface layer patterns emerge resulting from a delicate balance of (self-) complementary (strong) hydrogen bonds and van der Waals force-driven ordering of the alkyl substituents on the HOPG surface. The four different compounds and their 1:1 mixtures yield seven different 2D structures. Phthalhydrazide offers in principle three tautomeric forms, with the lactim/lactam being the most stable. Depending on the solvent, different morphologies can be obtained. In one case, the special self-assembly of achiral 1a leads to a 2D chiral packing with the left- and right-hand motifs present in different domains. We assume that pure 1a is expressed in its lactim/lactam form, whereas in a 1:1 mixture with 2a it switches to the bislactam form. These features display a process of dynamic diversity generation through tautomerism resulting in different nanostructures in response to environmental parameters.

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Coadsorption of 2-mercaptopyrimidine and 2,2′-bipyridine on Au(111) studied by scanning tunneling microscopy

Cited by 22 publications

References 15 publications

Aromatic interactions in the close packing of phenyl-imides at Cu(110) surfaces

Aromatic interactions in the close packing of phenyl-imides at Cu(110) surfaces

A Self-Organized 2-Dimensional Bifunctional Structure Formed by Supramolecular Design

Homo- and Heteroassemblies of Lactim/Lactam Recognition Patterns on Highly Ordered Pyrolytic Graphite: An STM Investigation

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