AVS 61st International Symposium & Exhibition | |
Surface Science | Wednesday Sessions |
Session SS-WeA |
Session: | Chirality and Enantioselectivity on Surfaces |
Presenter: | Rasmita Raval, University of Liverpool |
Correspondent: | Click to Email |
Chiral surfaces can be created by the adsorption of intrinsically chiral molecules, with the handedness defined by the molecule [1-4]. Additionally, a second manifestation of chirality may arise due to the molecule-substrate interaction in the form of chiral adsorption footprints. Recent advances have allowed both levels of chirality to be determined at the single-molecule level [5-8] and, surprisingly, reveal a wide range of chiral orderings. How both these aspects unfold and express themselves in organized molecular layers at surfaces is little understood. This talk will illustrate how the emergence of chirality in organised assemblies of amino-acids on a Cu(110) surface can be understood in terms of simple generic rules.
[1] M.Ortega-Lorenzo, C.J.Baddeley, C.Muryn and R.Raval, ‘Extended Surface Chirality from Supramolecular Assemblies of Adsorbed Chiral Molecules’, Nature, 404 (2000) 376.
[2] N. Liu, S. Haq, G. R. Darling and R. Raval, ‘Direct Visualisation of Enantiospecific Substitution of Chiral Guest Molecules into Heterochiral Molecular Assemblies at Surfaces’ Angewandte Chemie Int.Ed., 46 (2007) 7613.
[3] P. Donovan, A. Robin, M. S. Dyer, M. Persson, R. Raval, ‘Unexpected Deformations Induced by Surface Interaction and Chiral Self-Assembly of Co(II)-Tetraphenylporphyrin adsorbed on Cu(110): A combined STM and Periodic DFT study’. Chemistry, A European Journal, 16 (2010) 11641.
[4] S.Haq, N. Liu, V.Humblot. A.P.J.Jansen, R.Raval, ‘Drastic Symmetry Breaking in Supramolecular Organization of Enantiomerically Unbalanced Monolayers at Surfaces’. Nature Chemistry, 1 (2009) 409-414.
[5] M. Forster, M. Dyer, M. Persson and R.Raval, ‘Probing Conformers and Adsorption Footprints at the Single-Molecule Level in a Highly Organized Amino Acid Assembly of (S)-Proline on Cu(110)’. J. Am. Chem. Soc., 131 (2009) 10173-10181.
[6] M. Forster, M. Dyer, M. Persson and R.Raval, ‘2-D Random Organization of Racemic Amino-Acid Monolayers Driven by Nanoscale Adsorption Footprints: Proline on Cu(110)’, Angewandte Chemie Int. Ed., 2010 (49), 2344-47.
[7] A.G. Mark, M. Forster, R. Raval, Recognition and Ordering at Surfaces: The Importance of Handedness and Footedness. ChemPhysChem 2011, 12, 1474.
[8] M.Forster, M.S. Dyer, M. Persson, R.Raval, Tailoring Homochirality at Surfaces: Going Beyond Molecular Handedness. J. Am. Chem. Soc. 2011, 133, 15992.