Biasing Enantiomorph Formation via Geometric Confinement: Nanocorrals for Chiral Induction at the Liquid–Solid Interface

Seibel, Johannes; Verstraete, Lander; Hirsch, Brandon E.; Bragança, Ana M.; Feyter, Steven De

doi:10.1021/jacs.8b04992

Cited by 28 publications

(45 citation statements)

References 29 publications

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“…nm, leaving behind pristine graphite or graphene. 29,36,37 While this lithography approach gives rise to a very good control of the shape, size and orientation of the pristine graphene or graphite islands, the nature of the approach limits upscaling possibilities.…”

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confidence: 99%

Graphite and Graphene Fairy Circles: A Bottom-Up Approach for the Formation of Nanocorrals

Phan

Gorp

et al. 2019

ACS Nano

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A convenient covalent functionalization approach and nanopatterning method of graphite and graphene is developed. In contrast to expectations, electrochemically activated dediazotization of a mixture of two aryl diazonium compounds in aqueous media leads to a spatially inhomogeneous functionalization of graphitic surfaces, creating covalently modified surfaces with quasi-uniform spaced islands of pristine graphite or graphene, coined nanocorrals. Cyclic voltammetry (CV) and chronoamperometry (CA) approaches are compared. The average diameter (45-130 nm) and surface density (20 to 125 corrals/µm 2) of these nanocorrals are tunable. These chemically modified nanostructured graphitic (CMNG) surfaces are characterized by atomic force microscopy, scanning tunneling microscopy, Raman spectroscopy and microscopy, and x-ray photoelectron spectroscopy. Mechanisms leading to the formation of these CMNG surfaces are discussed. The potential of these surfaces to investigate supramolecular self-assembly and on-surface reactions under nanoconfinement conditions is demonstrated.

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confidence: 99%

Graphite and Graphene Fairy Circles: A Bottom-Up Approach for the Formation of Nanocorrals

Phan

Gorp

et al. 2019

ACS Nano

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“…Previously,w ep roposed that geometric constraints owing to the long aspect ratio of the molecules in the initial stages of nanocorral formation play amajor role in the observed domain selection. [16][17][18]22] This would, however, only explain the observed polymorph selection of the R/S-BFAs ystem and is clearly not the case for the R/S-PFB system. This can be understood by looking at the directionality of possible intermolecular interactions in the confined 2D crystal structures (Figure 4).…”

Section: Angewandte Chemiementioning

confidence: 95%

“…[16][17][18][19] Here,w ec ontrol nanocorral orientation to induce ab ias in the formation of concomitant polymorphs, which differ in their orientation with respect to the HOPG lattice.Their preferential formation could be achieved simply by varying the orientation of square-shaped nanocorrals with respect to the HOPG lattice ( Figure 1). [16][17][18][19] Here,w ec ontrol nanocorral orientation to induce ab ias in the formation of concomitant polymorphs, which differ in their orientation with respect to the HOPG lattice.Their preferential formation could be achieved simply by varying the orientation of square-shaped nanocorrals with respect to the HOPG lattice ( Figure 1).…”

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confidence: 99%

“…Using this approach, we have previously shown that lateral confinement and the in situ nanoshaving process can have as ignificant impact on SAMN formation in nanocorrals. [16][17][18][19] Here,w ec ontrol nanocorral orientation to induce ab ias in the formation of concomitant polymorphs, which differ in their orientation with respect to the HOPG lattice.Their preferential formation could be achieved simply by varying the orientation of square-shaped nanocorrals with respect to the HOPG lattice ( Figure 1). Further, we show how hydrogen bond (H-bond) directionality in combination with the in situ nanoshaving process affects the molecular orientation and selection efficiency in the nanocorrals.…”

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Preferred Formation of Minority Concomitant Polymorphs in 2D Self‐Assembly under Lateral Nanoconfinement

2019

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Control over polymorph formation in the crystallization of organic molecules remains ah uge scientific challenge.N ow,p referential formation is presented of one polymorph, formed by chiral molecules,i nc ontrolled twodimensional (2D) nanoconfinement conditions at al iquidsolid interface.S o-called nanocorrals to control concomitant polymorph formation were created in situ via an anoshaving protocol at the interface between 1-phenyloctane and covalently modified highly-oriented pyrolytic graphite (HOPG). The preferentially formed polymorphs,w hich were less stable in the large-scale monolayers,c ould be selected simply by varying the orientation of the square nanocorrals with respect to the HOPG lattice.

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“…De Feyter and co‐workers proposed a novel method to create a chiral surface environment, nanocorrals, by nanoshaving at a liquid‐solid interface. [ 52 ] Chiral orientationally controlled nanocorrals were fabricated by removing covalently bound aryl molecules from highly oriented pyrolytic graphite surface by the tip of a scanning tunneling microscope. Handedness of the nanocorral can be controlled upon their orientation with respect to the underlying graphite surface, which provides a chirality modulated surface for the adsorption of prochiral molecule 5‐octadecyloxy‐isophthalic acid to form a chiral 2D assembly.…”

Section: Chiral Nanoarchitectonics Of Molecular Assembliesmentioning

confidence: 99%

Supramolecular Chiral Nanoarchitectonics

et al. 2020

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of well-considered materials designs. [5] Small structural differences in component molecules are often capable of producing materials with totally different properties through organic syntheses, [6] supramolecular chemistry, [7] and materials processing. [8] Therefore, molecular designs for materials production can be regarded as the most important issue in science and technology in current society. Amongst the many possibilities in molecular design for materials production, exploration of molecular functions and material properties on the basis of chirality controls would be a scientifically elegant approach. With identical elemental compositions and functional groups, but different configurations of these identical groups, functions such as chiroptical properties and chiral separations can be created. [9] Another important fact for chiral controls in molecular and materials science is the unavoidable deep relationship of chiral substances with biological activities. [10] Biomolecules are basically made of chiral components such as amino acids and saccharides. Therefore, molecular designs for biomedical drugs and bioactive materials must be produced upon critical control of their chirality. Due to the scientifically elegant approaches and biological importance, molecular sciences and materials technologies incorporating chirality continuously attract attention of scientists ranging from the fundamentals of the chirality of molecules and materials to bio-related applications. These research efforts spread into a wide range of scientific fields including basic physical chemistry, [11] chirality-controlled catalysis and synthesis, [12] chiral materials, [13] analyses of chiral structures, [14] chiral recognition, [15] chiral separation, [16] chiral plasmons and optics, [17] chiral drugs, [18] and biomedical related chiral sciences. [19] Among the broad interests of chirality research, the recent hot trends of chirality related sciences are probably studies on chirality-based supramolecular chemistry and materials science upon the self-assembly of chiral molecular components [20] and achiral building blocks. [21] Enhancement of chiral effects and the creation of chirality are sometimes results of supramolecular organizations with chiral molecular units and even with achiral components. These systems are regarded as elegant examples of the emerging concept of nanoarchitectonics (Figure 1), [22] because control of simple molecular configurations can lead to the creation of such a wide variety of functional materials. The nanoarchitectonics concept was originally proposed by Aono and co-workers [23] as methodology to create functional materials from nanosized components through the combined Exploration of molecular functions and material properties based on the control of chirality would be a scientifically elegant approach. Here, the fabrication and function of chiral-featured materials from both chiral and achiral components using a supramolecular nanoarchitectonics concept are discussed. The contents are classified...

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Biasing Enantiomorph Formation via Geometric Confinement: Nanocorrals for Chiral Induction at the Liquid–Solid Interface

Cited by 28 publications

References 29 publications

Graphite and Graphene Fairy Circles: A Bottom-Up Approach for the Formation of Nanocorrals

Graphite and Graphene Fairy Circles: A Bottom-Up Approach for the Formation of Nanocorrals

Preferred Formation of Minority Concomitant Polymorphs in 2D Self‐Assembly under Lateral Nanoconfinement

Supramolecular Chiral Nanoarchitectonics

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