Local structure determination of a chiral adsorbate: Alanine on Cu(110)

Sayago, David I.; Polčík, Martin; Nisbet, Gareth; Lamont, Christine L. A.; Woodruff, D.P.

doi:10.1016/j.susc.2005.06.008

Cited by 84 publications

(79 citation statements)

References 30 publications

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“…One of the four diastereomers is the enantiomer of one of the others. Such diastereoisomerism has been discussed controversially for the (2 Â 3) structure of alanine on Cu(110) [139][140][141][142][143][144]. As observed for the glycine (2 Â 3) structure, calculations for the pure enantiomers favor a structure including opposite footprints, as if the methyl group would have no influence.…”

Section: Diastereomers and Diastereomeric Recognitionmentioning

confidence: 99%

Molecular chirality at surfaces

Ernst

2012

Physica Status Solidi (b)

221

264

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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: 99%

Molecular chirality at surfaces

Ernst

2012

Physica Status Solidi (b)

221

264

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“…So far there have been very few structural studies of the adsorption of amino acids at well-characterised surfaces, with the only fully quantitative structure determinations being restricted to those of glycine, NH 2 CH 2 COOH on Cu(110) and Cu(100) [1,2,3], and of alanine, NH 2 CH 3 CHCOOH on Cu(110) [4], achieved by scanned-energy mode photoelectron diffraction [5,6]. In all three of these cases, the acid is deprotonated by interaction with the Cu surface to form, respectively, glycinate (NH 2 CH 2 COO) and alaninate (NH 2 CH 3 CHCOO) species that bond to the surface through both of the carboxylate O atoms and the amino N atom, all three atoms occupying single-coordinated sites.…”

Section: Introductionmentioning

confidence: 99%

Adsorption structure of glycine on TiO2(1 1 0): A photoelectron diffraction determination

et al. 2009

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“…Some quantitative surface structural methods are capable of providing relatively complete information on the adsorption of these component species which, while simple on the biological scale, are nevertheless rather complex in surface science. Using scanned-energy mode photoelectron diffraction (PhD) [3,4] we have shown that it is possible to obtain quite detailed quantitative information on the structure of the simplest amino acids, glycine (NH 2 CH 2 COOH) [5,6] and alanine (NH 2 CH 3 CHCOOH) [7 ], on Cu(110). In this paper we show that the same methodology can be used to determine the structure of the nucleobase molecule, thymine ( fig.…”

Section: Introductionmentioning

confidence: 99%