Long‐Range Chirality Recognition of a Polar Molecule on Au(111)

Kong, Huihui; Qian, Yinyue; Liu, Xinbang; Wan, Xinling; Amirjalayer, Saeed; Fuchs, Harald

doi:10.1002/anie.201909593

Cited by 16 publications

(11 citation statements)

References 37 publications

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“…Although trimers in every continuously fcc region manifest identical chirality, Figure SII‐1b proves that neighbor fcc regions have random chirality. The absence of long‐range chirality recognition here eliminates the origin of local dipole accumulation when explaining the below self‐assembly transitions [41] …”

Section: Resultsmentioning

confidence: 98%

Reversible Self‐Assembly of an N‐Heterocyclic Carbene on Metal Surfaces

et al. 2022

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Self‐assembly of cyclohexyl cyclic (alkyl)(amino)carbenes (cyCAAC) can be realized and reversibly switched from a close‐packed trimer phase to a chainlike dimer phase, enabled by the ring‐flip of the cyclohexyl wingtip. Multiple methods including scanning tunneling microscopy (STM), X‐ray photoelectron spectroscopy (XPS) and density functional theory (DFT) calculations identified a distinct isomer (axial or equatorial chair conformer) in each phase, and consequently support the conclusion regarding the determination of molecular surface geometry on the self‐assembly of cyCAAC. Moreover, various substrates such as Ag (111) and Cu (111) are tested to elucidate the importance of cyCAAC‐surface interactions on cyCAAC based nanopatterns. These investigations of patterned surfaces prompted a deep understanding of cyCAAC binding mode, surface geometry and reversible self‐assembly, which are of paramount significance in the areas of catalysis, biosensor design and surface functionalization.

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Section: Resultsmentioning

confidence: 98%

Reversible Self‐Assembly of an N‐Heterocyclic Carbene on Metal Surfaces

et al. 2022

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“…Deposition of ANA molecules on Au(111) held at room temperature (RT) with submonolayer coverage results in the growth of triangular motifs mainly in face-centered cubic (FCC) regions, consistent with the previously reported situations. 34,35 Such triangular motifs could be isolated (green arrows in Figure 1a) or connected with each other (green contours in Figure 1b). X-ray photoelectron spectra reveal that no remarkable dehydrogenation reaction or stronger coordination interaction is involved to the −NH 2 or −COOH groups of ANA molecules; thus, most of the triangular motifs should be composed of intact ANA molecules (Figure S1).…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Selective Construction of Magic Hierarchical Metal–Organic Clusters on Surfaces

et al. 2021

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Magic organic clusters, representing well-defined zero-dimensional organic clusters with identical sizes and configurations, have received increased interests in recent years. Previously, the magic clusters were mainly stabilized through van der Waals force, C–H...π interaction, hydrogen bonding, dipole interaction, etc., which yet lack thermal stability and tunable electronic transport properties for potential applications. The introduction of metal adatoms into the organic systems would be an excellent choice for facilitating more stable magic clusters as the metal adatoms could serve as a nucleation center and help for clustering of organic ligands with increased stabilities. Considering the limited coordination number of metal species, it would be of great interest to introduce multilevel interactions besides metal–organic bonding, which may provide new avenues for controllable fabrication of more complicated and larger magic clusters. Herein, we have achieved the controllable fabrication of three distinct magic metal–organic clusters, especially two hierarchical ones with different sizes on the reconstructed Au(111) and unreconstructed Ag(111) surface. The key for various unprecedented magic hierarchical clusters here is the selection of the organic ligands with only one active carboxyl (−COOH) group which possesses bonding flexibility and diversity features after dehydrogenation but avoids the usual two-dimensional network of those containing more −COOH groups.

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“…These surfaces would induce different conformational strains with enantiomers and thus exhibit distinct adsorption capability [22, 23] . The in situ observations based on scanning tunneling microscopy also proved the interactions between amino acids and metals may induce the chiral packing on the metal surfaces [24, 25] . These results suggest that chiral metal surfaces may act as a new potential platform for constructing novel chiral sensors, which possess the capability of both chiral detection and separation.…”

Section: Introductionmentioning

confidence: 80%

Chiral Recognition on Bare Gold Surfaces by Quartz Crystal Microbalance

et al. 2021

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Quartz crystal microbalance (QCM) is one of the powerful tools for the studies of molecular recognition and chiral discrimination. Its efficiency mainly relies on the design of the functional sensitive layer on the electrode surface. However, the organic sensitive layer may easily cause dissipation of oscillation or detachment and weaken the signal transfer during the molecular recognition processes. In this work, we reveal for the first time that the bare metal surface without the organic selector layer has the capability for chiral recognition in the QCM system. During the adsorption of various chiral amino acids, relatively higher selectivity of D‐enantiomers on gold (Au) surface was shown by the QCM detection. Based on analyses of the surface crystalline structure and density functional theory calculations, we demonstrate that the chiral nature of Au surface plays an important role in the selective binding of specific D‐amino acids. These results may open new insights on chiral detection by QCM system. It will also promote the construction of novel chiral sensing systems with both efficient detection and separation capability.

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Long‐Range Chirality Recognition of a Polar Molecule on Au(111)

Cited by 16 publications

References 37 publications

Reversible Self‐Assembly of an N‐Heterocyclic Carbene on Metal Surfaces

Reversible Self‐Assembly of an N‐Heterocyclic Carbene on Metal Surfaces

Selective Construction of Magic Hierarchical Metal–Organic Clusters on Surfaces

Chiral Recognition on Bare Gold Surfaces by Quartz Crystal Microbalance

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