Dynamic control over supramolecular handedness by selecting chiral induction pathways at the solution–solid interface

Fang, Yuan; Ghijsens, Elke; Ivasenko, Oleksandr; Hai, Cao; Noguchi, Aya; Mali, Kunal S.; Tahara, Kazukuni; Tobe, Yoshito; Feyter, Steven De

doi:10.1038/nchem.2514

Cited by 110 publications

(122 citation statements)

References 32 publications

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“…At low temperatures, the ripening step is slow, and it is often sufficient to only consider the nucleation and free growth steps to describe the outcome of self-assembly. 25 The increased number of pins, as well as the lowered distance between them (Fig. 2E) in the samples with a high grafting density, makes the arrays of pins act as barriers slowing down the domain growth (see also Section S3 in the ESI†).…”

Section: Resultsmentioning

confidence: 99%

The impact of grafted surface defects and their controlled removal on supramolecular self-assembly

et al. 2016

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Section: Resultsmentioning

confidence: 99%

The impact of grafted surface defects and their controlled removal on supramolecular self-assembly

et al. 2016

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“…A remarkable example in which a combination of temperature and concentration variation plays a critical role in obtaining monolayers with a controlled chirality are obtained was very recently reported for mixed DBA networks . By co‐assembling the achiral DBA‐OC12 with the enantiopure cDBA‐OC12( S ) ( Figure A) in a 9:1 ratio at a HOPG/1‐phenyloctane interface, at a very low total concentration of 5.0 × 10 −7 m , a porous molecular network is formed with enantiomorphic domains in which the DBA molecules define the pores by assembling either in a clockwise (CW) or counterclockwise (CCW) direction (Figure B‐C).…”

Section: Externally Applied Manipulation Of Molecular Assembliesmentioning

confidence: 94%

Externally Applied Manipulation of Molecular Assemblies at Solid‐Liquid Interfaces Revealed by Scanning Tunneling Microscopy

Elemans¹

2016

Adv Funct Materials

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A solid-liquid interface is a unique environment for the construction of twodimensional molecular assemblies as a bottom-up approach towards functional surfaces. Scanning tunneling microscopy (STM) has proven itself as an excellent tool to characterize such surfaces at the molecular level, by means of visualization. Many rules of design for surface, solvent and chemical structure of the adsorbants have been established, but methods to externally manipulate surface assemblies after their formation are still under development. This feature article deals with these manipulation methods at the solid-liquid interface and evaluates, at the molecular level, the effects of temperature variation, irradiation with light, applied electric or magnetic fields, mechanical manipulation with the STM tip, and shear flow of the liquid phase.

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“…One more successful approach toward supramolecular assemblies is the sergeant–soldiers principle, wherein a small fraction of chiral molecules (sergeants) is used to skew the handedness of achiral molecules (soldiers) to generate a homochiral structure . Only a number of planar supramolecular assemblies have been grown as single 2D layers on surfaces and shown to allow guest adsorption . The question remains as from when these single layers, or stacks of these layers reminiscent of 2D COFs, can be classified as porous.…”

Section: Porous Organic Molecular Materials Thin Filmsmentioning

confidence: 99%

Bringing Porous Organic and Carbon‐Based Materials toward Thin‐Film Applications

Wuttke

Medina

Rotter

et al. 2018

Adv Funct Materials

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Porous materials have attracted tremendous scientific and industrial interest due to their broad commercial applicability. However, some applications require that these materials are deposited on surfaces to create thin films. Here, the recent progress of new porous thin-film material classes is described: porous organic molecular materials, porous organic polymers, covalent organic frameworks, and nanoporous carbon. In each case, the state of the art and current barriers in their thin-film fabrication, as well as intrinsic material advantages that are suited for different applications are presented. By highlighting the unique structural characteristics and properties of these materials, it is hoped that increased research development and industrial interest will be fostered, which will lead to new methods of thin-film synthesis and consequently to new applications. Figure 2. 1) Structure, crystal packing and BET surface area of triptycene trisbenzimidazolone (TTBI), 2) structure and BET surface area of OMIM-10-14, 3) structure of Doonan cage C1 and BET surface area of the two different crystalline polymorphs obtained by slow and fast precipitation, 4) structure and BET surface area of a triptycene-based cage, 5) structure of Cooper Cage CC3 (cyclohexyl vertices). A) Schematic low-energy crystal packings for CC1 (hydrogens on vertices; formally nonporous), CC2 (methyl vertices; 1D external pore channels), and CC13 (dimethyl vertices; 2D layered pore structure with formally disconnected voids). As such, small structural changes to the vertex groups lead to three quite different crystal packings and pore topologies for the α polymorphs shown here (orange = disconnected voids; yellow = interconnected pores). Crystallization in the presence of 1,4-dioxane causes pseudoisostructural window-to-window packing for all three cage modules, causing the materials to mimic the 3D diamondoid pore structure of CC3 shown in D. B) N 2 sorption isotherms (77 K) for homochiral CC3 produced by freeze-drying (green diamonds, 6 repetitions), vacuum evaporation (blue triangles), standard reaction (black squares), and slow crystallization (red circles, 6 repetitions). C,D) Molecular simulation of amorphous packing (top) and crystalline structure (bottom) of CC3, with the Connolly surface probed by N 2 molecules (kinetic diameter of 3.64 Å) shown in blue, and average BET surface area extracted from the isotherms shown in (B). 1) Reproduced with permission. [58] Figure 12. A) CDC thin-film synthesis and EDLC test cell preparation. Titanium is extracted from titanium carbide as TiCl 4 , forming a porous carbon film. Two carbide plates with the same CDC coating thickness are placed face to face and separated by a polymer fabric soaked with electrolyte. The SEM image (left) shows a representative image of a CDC/TiC interface with a good film adhesion. Reproduced with permission. [187]

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Dynamic control over supramolecular handedness by selecting chiral induction pathways at the solution–solid interface

Cited by 110 publications

References 32 publications

The impact of grafted surface defects and their controlled removal on supramolecular self-assembly

The impact of grafted surface defects and their controlled removal on supramolecular self-assembly

Externally Applied Manipulation of Molecular Assemblies at Solid‐Liquid Interfaces Revealed by Scanning Tunneling Microscopy

Bringing Porous Organic and Carbon‐Based Materials toward Thin‐Film Applications

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