Switching the Chirality of Single Adsorbate Complexes

Parschau, Manfred; Passerone, Daniele; Rieder, Karl–Heinz; Hug, Hans J.; Ernst, Karl‐Heinz

doi:10.1002/anie.200805740

Cited by 104 publications

(90 citation statements)

References 53 publications

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“…For the propene/Cu(211) system (Fig. 7a) switching between enantiomeric states of single adsorbates via inelastically tunneling electrons has been shown recently [47]. The inelastically tunneling electrons deposit energy into molecular vibrational modes that couple anharmonically to action modes like turning, hopping, or even dissociation [221].…”

Section: Diastereomers and Diastereomeric Recognitionmentioning

confidence: 87%

“…Enantiotopic sides differ only by the stereochemical outcome of their interaction with another reactant (surface or chemical attack). The driving force of adsorption of propene is the interaction of the C --C double bond with a surface copper atom located at a step [47]. An alternative achiral possibility would require binding to the surface via hydrogen atoms, but that would be a weak physisorption.…”

Section: Definitions Of Chiralitymentioning

confidence: 99%

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Molecular chirality at surfaces

Ernst

2012

Physica Status Solidi (b)

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With the adsorption of larger molecules being increasingly tackled by surface scientists, the aspect of chirality often plays a role. This paper gives a topical review of molecular chirality at surfaces and gives a phenomenological overview of different aspects of adsorption and self‐assembly of chiral and prochiral molecules and the principles of mirror‐symmetry breaking at a surface. After a brief introduction into the history of molecular chirality and the important role it played for understanding the spatial structure of molecules, definitions of chirality are presented. Topics treated here are principle ways to create single chiral adsorbates, chiral ensembles, and monolayers by achiral molecules, adsorption of intrinsically chiral molecules at achiral and chiral surfaces, long‐range symmetry breaking in two‐dimensional (2D) crystals due to additional chiral bias, chiral restructuring of solid surfaces under the influence of chiral molecules, switching the handedness of adsorbates, and chirality at the liquid/air interface. An outlook onto further potential research directions and recommendations for further reading, including nonsurface‐related sources of chiral topics completes this paper.

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Section: Diastereomers and Diastereomeric Recognitionmentioning

confidence: 87%

Section: Definitions Of Chiralitymentioning

confidence: 99%

Molecular chirality at surfaces

Ernst

2012

Physica Status Solidi (b)

Self Cite

223

264

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“…It is important to realize that the C 4 , C 2 , and C s isomers all differ from the C 1 isomer only by interchanging the position of 1 N atom and a neighboring C-H group in this large organic molecule. Gas-phase molecules with C 4h and C s symmetry are prochiral with respect to adsorption [16]; hence, there must exist two enantiomers of the C 4 and C 1 isomers on the surface (labeled C 0 4 and C 0 1 ) [2,17]. How does adsorption on a surface influence the molecular symmetry [18]?…”

mentioning

confidence: 99%

Molecular Symmetry Governs Surface Diffusion

et al. 2011

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In chemistry and physics symmetry principles are all important, for example, leading to the selection rules governing optical transitions. We have investigated the influence of the molecular symmetry on the surface potential landscape of molecules in the limit of weak molecule-substrate binding. For this purpose, the induced lateral motion of Cu(II)-tetraazaphthalocyanine molecules, for which four symmetry distinct isomers exist, on NaCl(100) was studied by scanning tunneling microscopy. This nonthermal diffusion induced by inelastic excitations is found to be qualitatively different for all four symmetry distinct isomers, demonstrating that symmetry governs the surface potential landscape.

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“…For example, the absolute configuration of a chiral molecule can be determined directly with modern surface science tools, 1,2 or even manipulated, as shown recently. 3 In the book Chirality at the Nanoscale: Nanoparticles, Surfaces, Materials and more, 25 experts write in 12 chapters about the left-and right-handedness of things in the field of nanoscience. A member of the editorial board of this journal, Laurence Barron, has written the first chapter.…”

mentioning

confidence: 99%