Abstract
We present a first principles analysis of the adsorption of the amino acid cysteine on the Au(110) surface. We carry out density functional theory calculations using the repeated-slab supercell method to investigate the molecule-surface interaction. We investigate the adsorption for four different adsorption geometries: one upright configuration, in which the molecule binds to the surface solely via the deprotonized thiolate head group and three flat configurations, which form an additional bond via the amino side group. We analyze bonding energy, charge redistribution, and changes in the density of states. We find that a flat geometry with the Au-thiolate bond at an off-bridge site and the Au-amino bond close to the Au-top site is energetically favored. The electron redistributions exhibit the combined characteristics of the isolated bonds found in earlier studies, supporting the view of strongly localized interaction between the functional groups and the metal surface. The electrostatic nature of the Au-amino bond and the covalent character of the Au-thiolate bond are still visible in the adsorption of the complete molecule.
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References
A. Nilsson and G. M. Petterson, Surf. Sci. Rep. 55, 49 (2004).
H. Ishii, K. Sugiyama, I. Eisuke, and K. Seki, Adv. Mater. 11, 605 (1999).
G. Heimel, L. Romaner, J.-L. Brédas, and E. Zojer, Phys. Rev. Lett. 96, 196806 (2006).
H. Vásquez, Y. J. Dappe, J. Ortega, and F. Flores, J. Chem. Phys. 126, 144703 (2007).
I. G. Hill, A. Rajagopal, A. Kahn, and Y. Hu, Appl. Phys. Lett. 73, 662 (1998).
W. G. Schmidt, K. Seino, M. Preuss, A. Hermann, F. Ortmann, and F. Bechstedt, Appl. Phys. A 85, 387 (2006).
C. Vericat, M. E. Vela, and R. C. Salvarezza, Phys. Chem. Chem. Phys. 7, 3258 (2005).
V. De Renzi, R. Rousseau, D. Marchetto, R. Biagi, S. Scandolo, and U. del Pennino, Phys. Rev. Lett. 95, 046804 (2005).
E. Rauls, S. Blankenburg, and W. G. Schmidt, Surf. Sci. 602, 2170 (2008).
C. Joachim, J. K. Gimzewski, and A. Aviram, Nature 408, 541 (2000).
H. B. Akkerman, P. W. M. Blom, D. M. de Leeuw, and B. de Boer, Nature 441, 69 (2006).
C. P. Collier, E. W. Wong, M. Belohradsky, F. M. Raymo, J. F. Stoddart, P. J. Kuekes, R. S. Williams, and J. R. Heath, Science 285, 391 (1999).
L. Bogani and W. Wernsdorfer, Nature Materials 7, 179 (2008).
S. Y. Quek, L. Venkataraman, H. J. Choi, S. G. Louie, M. S. Hybertsen, and J. B. Neaton, Nano Lett. 7, 3477 (2007).
R. LeParc, C. I. Smith, M. C. Cuquerella, R. L. Williams, D. G. Fernig, C. Edwards, D. S. Martin, and P. Weightman, Langmuir 22, 3413 (2006).
A. Kühnle, T. R. Linderoth, B. Hammer, and F. Besenbacher, Nature 415, 891 (2002).
A. Kühnle, L. M. Molina, T. R. Linderoth, B. Hammer, and F. Besenbacher, Phys. Rev. Lett. 93, 086101 (2004).
A. Kühnle, T. R. Linderoth, and F. Besenbacher, J. Am. Chem. Soc. 128, 1076 (2005).
A. Kühnle, T. R. Linderoth, and F. Besenbacher, J. Am. Chem. Soc. 125, 14680 (2003).
R. R. Nazmutdinov, J. D. Zhang, T. T. Zinkicheva, I. R. Manyurov, and J. Ulstrup, Langmuir 22, 7556 (2006).
R. Di Felice, A. Selloni, and E. Molinari, J. Phys. Chem. B 107, 1151 (2003).
R. Di Felice and A. Selloni, J. Chem. Phys. 120, 4906 (2004).
B. Höffling, F. Ortmann, K. Hannewald, and F. Bechstedt, Phys. Rev. B 81, 045407 (2010).
B. Höffling, F. Ortmann, K. Hannewald, and F. Bechstedt, Phys. Stat. Solidi C 7, 149 (2010).
B. Höffling, F. Ortmann, K. Hannewald, and F. Bechstedt, in: W. E. Nagel, D. B. Kröner, and M. M. Resch, eds., High Performance Computing in Science and Engineering ’10, p. 119, Springer, Heidelberg (2010).
G. Kresse and J. Furthmüller, Comp. Mater. Sci. 6, 15 (1996).
G. Kresse and J. Furthmüller, Phys. Rev. B 54, 11169 (1996).
J. P. Perdew, Electronic Structure of Solids ’91, p. 11, Akademie-Verlag, Berlin (1991).
J. P. Perdew and Y. Wang, Phys. Rev. B 45, 13244 (1992).
R. Maul, M. Preuss, F. Ortmann, K. Hannewald, and F. Bechstedt, J. Phys. Chem. A 111, 4370 (2007).
R. Maul, F. Ortmann, M. Preuss, K. Hannewald, and F. Bechstedt, J. Comp. Chem. 28, 1817 (2007).
F. Ortmann, W. G. Schmidt, and F. Bechstedt, Phys. Rev. Lett. 95, 186101 (2005).
F. Ortmann, W. G. Schmidt, and F. Bechstedt, Phys. Rev. B 73, 205101 (2006).
G. Kresse and D. Joubert, Phys. Rev. B 59, 1758 (1999).
H. J. Monkhorst and J. D. Pack, Phys. Rev. B 13, 5188 (1976).
B. Höffling, F. Ortmann, K. Hannewald, and F. Bechstedt, in: W. E. Nagel, D. B. Kröner, and M. M. Resch, eds., High Performance Computing in Science and Engineering ’09, p. 53, Springer, Heidelberg (2009).
R. Leitsmann and F. Bechstedt, in: W. E. Nagel, D. B. Kröner, and M. M. Resch, eds., High Performance Computing in Science and Engineering ’10, p. 135, Springer, Heidelberg (2010).
G. R. Desiraju and T. Steiner, The Weak Hydrogen Bond in Structural Chemistry and Biology, Oxford University Press, Oxford (1999).
N. N. Greenwood and A. Earnshaw, Chemie der Elemente, VCH, Weinheim (1988).
M. Preuss, W. G. Schmidt, and F. Bechstedt, Phys. Rev. Lett. 94, 236102 (2005).
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Höffling, B., Ortmann, F., Hannewald, K., Bechstedt, F. (2012). Cysteine on Gold: An ab-initio Investigation. In: Nagel, W., Kröner, D., Resch, M. (eds) High Performance Computing in Science and Engineering '11. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-23869-7_9
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DOI: https://doi.org/10.1007/978-3-642-23869-7_9
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