Chiral expressions at metal surfaces

Current Opinion in Solid State and Materials Science

Volumn 7, Issue 1, 2003, Pages 67-74

  Raval, R ^a  

^a UNIVERSITY OF LIVERPOOL   (United Kingdom)

Author keywords

Chiral expressions; Metal surfaces

Indexed keywords

FEATURE EXTRACTION; IMAGE RECONSTRUCTION; SELF ASSEMBLY; SPECTROSCOPIC ANALYSIS;

CHIRALITY;

SURFACE PHENOMENA;

SURFACE TREATMENT;

EID: 0037488351     PISSN: 13590286     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1359-0286(03)00005-6     Document Type: Article

References (35)

1. Cahn R.S.Ingold C.K.Prelog V.Specification of molecular chirality Angewandte Chemie International Edition 5 1966 385-415
2. Cahn R.S.Ingold C.K.Prelog V. Angewandte Chemie 78 1966 413
3. Attard G.A.Electrochemical studies of enantioselectivity at chiral metal surfaces Journal of Physical Chemistry B 105 2001 3158-3167
4. McFadden C.F.Cremer P.S.Gellman A.J.Adsorption of chiral alcohols on 'chiral' metal surfaces Langmuir 12 1996 2483-2487
5. Sholl D.S.Asthagiri A.Power T.D.Naturally chiral metal surfaces as enantiospecific adsorbents Journal of Physical Chemistry B 105 2001 4771-4782
6. Barlow SM, Raval R. Complex molecules at metal surfaces: Bonding, organization and chirality. Surface Science Reports 2003;298:1-141. A comprehensive review of complex organic molecules at metal surfaces and a classification of various chiral systems.
7. Ortega Lorenzo M.Haq S.Murray P.Raval R.Baddeley C.J.Creating chiral surfaces for enantioselective heterogeneous catalysis: R,R-tartaric acid on Cu(110) Journal of Physical Chemistry B 103 1999 10661-10669 One of the first papers to outline the complex adsorption phase space occupied by chiral molecules at surfaces, supported by detailed spectroscopic analysis of each phase to produce molecular models.
8. Ortega Lorenzo M.Baddeley C.J.Muryn C.Raval R.Extended surface chirality from supramolecular assemblies of adsorbed chiral molecules Nature 404 2000 376-379 Molecular resolution STM pictures of perfect global organizational chirality with demonstration of chiral switching upon change of enantiomer.
9. Ortega Lorenzo M.Humblot V.Murray P.Baddeley C.J.Haq S.Raval R.Chemical transformations, molecular transport, and kinetic barriers in creating the chiral phase of (R,R)-tartaric acid on Cu(110) Journal of Catalysis 205 2002 123-134
10. Raval R.Creating chiral architectures at metal surfaces Journal of Physics: Condensed Matter 14 2002 4119-4132
11. Raval R, Baddeley CJ, Haq S, Louafi S, Murray P, Muryn C, Lorenzo MO, Williams J. Complexities and dynamics of the enantioselective active site in heterogeneous catalysis. Studies in Surface Science and Catalysis 1999:11-22.
12. Raval R.Assembling molecular guidance systems for heterogeneous enantioselective catalysis CATTECH 5 2001 12-28
13. Williams J.Haq S.Raval R.The bonding and orientation of the amino acid l-alanine on Cu{110} determined by RAIRS Surface Science 368 1996 303-309
14. Le Roux D, Barlow SM, Louafi S, Williams J, Muryn C, Haq S, Raval R. Dynamical changes in local and supramolecular chiral structures: alanine on Cu(110). Submitted.
15. Ernst K.H.Kuster Y.Fasel R.Muller M.Ellerbeck U.Two-dimensional separation of [7]Helicene enantiomers on Cu(111) Chirality 13 2001 675-678
16. Fasel R.Cossy A.Ernst K.H.Baumberger F.Greber T.Osterwalder J.Orientation of chiral heptahelicene C30H18 on copper surfaces: an X-ray photoelectron diffraction study Journal of Chemical Physics 115 2001 1020-1027
17. Weckesser J.Barth J.V.Kern K.Direct observation of surface diffusion of large organic molecules at metal surfaces: PVBA on Pd(110) Journal of Chemical Physics 110 1999 5351-5354
18. Weckesser J.Barth J.V.Cai C.Muller B.Kern K.Binding and ordering of large organic molecules on an anisotropic metal surface: PVBA on Pd(110) Surface Science 431 1999 168-173 STM imaging of local chiral motifs created by prochiral molecules and a description of their diffusion and lateral interactions.
19. Barlow S.M.Kitching K.J.Haq S.Richardson N.V.A study of glycine adsorption on a Cu{110} surface using reflection absorption infrared spectroscopy Surface Science 401 1998 322-335 The first comprehensive analysis of amino-acid adsorption at a single crystal surface.
20. Hasselstrom J.Karis O.Weinelt M.Wassdahl N.Nilsson A.Nyberg M.Pettersson L.G.M.Samant M.G.Stohr J.The adsorption structure of glycine adsorbed on Cu(110); comparison with formate and acetate Surface Science 407 1998 221-236
21. Nyberg M.Hasselstrom J.Karis O.Wassdahl N.Weinelt M.Nilsson A.Pettersson L.G.M.The electronic structure and surface chemistry of glycine adsorbed on Cu(110) Journal of Chemical Physics 112 2000 5420-5427
22. Booth N.A.Woodruff D.P.Schaff O.Giessel T.Lindsay R.Baumgartel P.Bradshaw A.M.Determination of the local structure of glycine adsorbed on Cu(110) Surface Science 397 1998 258-269
23. Lopinski G.P.Moffat D.J.Wayner D.D.Wolkow R.A.Determination of the absolute chirality of individual adsorbed molecules using the scanning tunneling microscope Nature 392 1998 909-911 Direct STM imaging of the chirality of the reaction product created from trans-2-butene on Si(100).
24. Raval R, Humblot V. Progress in Surface Science. Submitted.
25. Lehn J.-M. Supramolecular chemistry 1995 VCHWeinheim
26. Barbosa L.A.M.M.Sautet P.Stability of chiral domains produced by adsorption of tartaric acid isomers on the Cu(110) surface: a periodic density functional theory study Journal of the American Chemical Society 123 2001 6639-6648
27. Chen Q, Lee CW, Frankel DJ, Richardson NV. The formation of enantiospecific phases on a Cu{110} surface. Phys Chem Commun 1999, article 9.
28. Viswanathn R.Zasadzinski J.A.Schwartz D.K. Nature 368 1994 440
29. De Feyter S.Gesquiere A.Wurst K.Amabilino D.B.Veciana J.De Schryver F.C.H Homo- and heterochiral supramolecular tapes from achiral, enantiopure and racemic formamides: Expression of molecular chirality in two and three dimensions Angewandte Chemie International Edition 40 2001 3217-3220 A discussion on self-assembly processes for physisorbed layers at the liquid-solid interface, and the influence of structural units in such systems.
30. Yablon D.G.Giancarlo L.C.Flynn G.W.Manipulating of self-assembly with achiral molecules: An STM study of chiral segregation by achiral adsorbates Journal of Physical Chemistry B 104 2000 7627-7635
31. Ortega Lorenzo M, Humblot V, Murray P, Baddeley CJ, Haq S, Raval R. Local versus global chirality: a comparison of succinic acid and tartaric acid on Cu(110). Submitted.
32. Humblot V.Haq S.Muryn C.Hofer W.A.Raval R.From local adsorption stresses to chiral surfaces: (R,R)-Tartaric acid on Ni(110) Journal of the American Chemical Society 124 2002 503-510 STM images and DFT calculations showing that a single adsorption event in the R,R-tartaric acid/Ni(110) system leads to local adsorption stress and chiral distortion of the metal adsorption site.
33. Schunack M.Laegsgaard E.Stensgaard I.Johannsen I.Besenbacher F.A chiral metal surface Angewandte Chemie International Edition 40 2001 2623-2626
34. Schunack M.Petersen L.Kuhlne A.Laegsgaard E.Stensgaard I.Johannsen I.Besenbacher F.Anchoring of organic molecules to a metal surface Physical Review Letters 86 2001 456-459 STM molecular manipulation and high resolution surface imaging to show that adsorption leads to removal of surface layer metal atoms leaving chiral trenches.
35. Zhao X.Fabricating homochiral facets on Cu(001) with l-lysine Journal of the American Chemical Society 122 2000 12584-12585 STM demonstration of severe faceting upon adsorption, which is constrained to creating facets of one chirality only.