Hierarchy of chemical bonding in the synthesis of fe-phthalocyanine on metal surfaces: A local spectroscopy approach

Journal of Physical Chemistry Letters

Volumn 5, Issue 18, 2014, Pages 3175-3182

  Kezilebieke, Shawulienu ^a   Amokrane, Anis ^a   Abel, Mathieu ^b   Bucher, Jean Pierre ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

^b AIX MARSEILLE UNIVERSITÉ   (France)

Author keywords

Catalysis; Interfaces; Porous materials; Surfaces

Indexed keywords

CATALYSIS; CHEMICAL BONDS; COORDINATION REACTIONS; INTERFACES (MATERIALS); MOLECULES; ORBITS; ORGANOMETALLICS; POROUS MATERIALS; SCANNING TUNNELING MICROSCOPY; SELF ASSEMBLY; SUBSTRATES; SURFACES;

INTERMEDIATE COMPLEX; METAL-LIGAND INTERACTIONS; ORGANO-METALLIC MOLECULES; SCANNING TUNNELING SPECTROSCOPY; STEP-BY-STEP ASSEMBLIES; SURFACE POLYMERIZATION; TEMPERATURE-INDUCED; VARIOUS SUBSTRATES;

ELECTRON SPIN RESONANCE SPECTROSCOPY;

EID: 84990190321     PISSN: None     EISSN: 19487185     Source Type: Journal    
DOI: 10.1021/jz5015696     Document Type: Article

References (41)

1. Bekaroglu, O. et al. Functional Phthalocyanine Molecular Materials; Springer: Berlin, 2010.
2. 9 Cases. J. Am. Chem. Soc. 1996, 118, 7197-7202.
3. 8 Cases. J. Phys. Chem. B 1997, 101, 5391-5396.
4. Zhao, A.; Li, Q.; Chen, L.; Xiang, H.; Wang, W.; Pan, S.; Wang, B.; Xiao, X.; Yang, J.; Hou, J. G.; et al. Controlling the Kondo Effect of an Adsorbed Magnetic Ion through its Chemical Bonding. Science 2005, 309, 1542-1544.
5. Tsukahara, N.; Noto, K.-I.; Ohara, M.; Shiraki, S.; Takagi, N.; Shin, S.; Kawai, M. Evolution of Kondo Resonance from a Single Impurity Molecule to the Two Dimensional Lattice. Phys. Rev. Lett. 2009, 102, 167203.
6. Gao, L.; Ji, W.; Hu, Y. B.; Cheng, Z. H.; Deng, Z. T.; Liu, Q.; Jiang, N.; Lin, X.; Guo, W.; Du, S.; et al. Site-specific Kondo Effect at Ambient Temperatures in Iron-Based Molecules. Phys. Rev. Lett. 2007, 99, 106402.
7. Minamitani, E.; Tsukahara, N.; Matsunaka, D.; Kim, Y.; Takagi, N.; Kawai, M. Symmetry-Driven Novel Kondo Effect in a Molecule. Phys. Rev. Lett. 2012, 109, 086602.
8. Katoh, K.; Yoshida, Y.; Yamashita, M.; Miyasaka, H.; Breedlove, B. K.; Kajiwara, T.; Takaishi, S.; Ishikawa, N.; Isshiki, H.; Feng, Y.; et al. Direct Observation of Lanthanide(III)-Phthalocyanine Molecules on Au(111) by Using Scanning Tunneling Microscopy and Scanning Tunneling Spectroscopy and Thin-Film Field-Effect Transistor Properties of Tb(III)- and Dy(III)-Phthalocyanine Molecules. J. Am. Chem. Soc. 2009, 131, 9967-9976.
9. Li, Z.; Li, B.; Yang, J.; Hou, J. G. Single Molecule Chemistry of Metal Phthalocyanine on Noble Metal Surfaces. Acc. Chem. Res. 2010, 43, 954-962.
10. Mugarza, A.; Robles, R.; Krull, C.; Korytar, R.; Lorente, N.; Gambardella, P. Electronic and Magnetic Properties of Molecule-Metal Interfaces: Transition-Metal Phthalocyanines Adsorbed on Ag(100). Phys. Rev. B 2012, 85, 155437.
11. Iacovita, C.; Rastei, M. V.; Heinrich, B. W.; Brumme, T.; Kortus, J.; Limot, L.; Bucher, J. P. Visualizing the Spin of Individual Cobalt-Phthalocyanine Molecules. Phys. Rev. Lett. 2008, 101, 116602.
12. Brede, J.; Atodiresei, N.; Kuck, S.; Lazic, P.; Caciuc, V.; Morikawa, Y.; Hoffmann, G.; Blugel, S.; Wiesendanger, R. Spin- and Energy-Dependent Tunneling through a Single Molecule with Intramolecular Spatial Resolution. Phys. Rev. Lett. 2010, 105, 047204.
13. Heinrich, B. W.; Iacovita, C.; Brumme, T.; Choi, D. J.; Limot, L.; Rastei, M. V.; Hofer, W. A.; Kortus, J.; Bucher, J. P. Direct Observation of the Tunneling Channels of a Chemisorbed Molecule. J. Phys. Chem. Lett. 2010, 1, 1517-1523.
14. 2-Functionalized Tip of a Scanning Tunneling Microscope. Nano Res. 2011, 4, 523-530.
15. Gopakumar, T. G.; Brumme, T.; Kroger, J.; Toher, C.; Cunibertti, G.; Berndt, R. Coverage-Driven Electronic Decoupling of Fe-Phthalocyanine from a Ag(111) Substrate. J. Phys. Chem. C 2011, 115, 12173-12179.
16. Sperl, A.; Koger, J.; Berndt, R. Demetalation of an Organo-metallic Complex. J. Am. Chem. Soc. 2011, 133, 1107.
17. Ahlund, J.; Nilson, K.; Schiessling, J.; Kjeldgaard, L.; Berner, S.; Martensson, N.; Puglia, C.; Brena, B.; Nyberg, M.; Luo, Y. The Electronic Structure of Iron Phthalocyanine Probed by Photoelectron and X-ray Absorption Spectroscopies and Density Functional Theory Calculations. J. Chem. Phys. 2006, 125, 34709.
18. Isvoranu, C.; Wang, B.; Schulte, K.; Ataman, E.; Knudsen, J.; Andersen, J. N.; Bocquet, M. L.; Schnad, J. Tuning the Spin State of Iron Phthalocyanine by Ligand Adsorption. J. Phys.: Condens. Matter 2010, 22, 472002.
19. Ahmadi, S.; Shariati, M. N.; Gothelid, M. Molecular Layers of ZnPc and FePc on Au(111) Surface: Charge Transfer and Chemical Interaction. J. Chem. Phys. 2012, 137, 084705.
20. Annese, E.; Casolari, F.; Fujii, J.; Rossi, G. Interface Magnetic Coupling of Fe-Phthalocyanine Layers on a Ferromagnetic Surface. Phys. Rev. B 2013, 87, 054420.
21. Gargiani, P.; Angelucci, M.; Mariani, C.; Betti, M. G. Localized and Dispersive Electronic States at Ordered FePc and CoPc Chains on Au(110). Phys. Rev. B 2010, 81, 085412.
22. Stepanow, S.; Miedema, P. S.; Mugarza, A.; Ceballos, G.; Moras, P.; Cezar, J. C.; Carbone, C.; de Groot, F. M. F.; Gambardella, P. Mixed-Valence Behavior and Strong Correlation Effects of Metal Phthalocyanines Adsorbed on Metals. Phys. Rev. B 2011, 83, 220401 (R).
23. Barth, J. V. Molecular Architectonic on Metal Surfaces. Annu. Rev. Phys. Chem. 2007, 58, 375-407.
24. Gambardella, P.; Stepanow, S.; Dmitriev, A.; Honolka, J.; de Groot, F. M. F.; Lingenfelder, M.; Gupta, S. S.; Sarma, D. D.; Bencok, P.; Stanescu, S.; et al. Supramolecular Control of the Magnetic Anisotropy in Two-Dimensional High-Spin Fe Arrays at a Metal Interface. Nat. Mater. 2009, 8, 189-193.
25. Umbach, T. R.; Bernien, M.; Hermanns, C. F.; Kruger, A.; Fernandez-Torrente, I.; Stoll, P.; Pascual, J. I.; Franke, K. J.; Kuch, W. Ferromagnetic Coupling of Mononuclear Fe Centers in a Self-Assembled Metal Organic Network on Au(111). Phys. Rev. Lett. 2012, 109, 267207.
26. Abdurakhmanova, N.; Tseng, T.-C.; Langner, A.; Kley, C. S.; Sessi, V.; Stepanow, S.; Kern, K. Superexchange-Mediated Ferromagnetic Coupling in Two-Dimensional Ni-TCNQ Networks on Metal Surfaces. Phys. Rev. Lett. 2013, 110, 027202.
27. Giovanelli, L.; Savoyant, A.; Abel, M.; Maccherozzi, F.; Ksari, Y.; Koudia, M.; Hayn, R.; Choueikani, F.; Otero, E.; Ohresser, P.; et al. Magnetic Coupling and Single-Ion Anisotropy in Surface-Supported Mn-Based Metal-Organic Networks. J. Phys. Chem. C 2014, 118, 11738-11744.
28. Abel, M.; Clair, S.; Ourdjini, O.; Mossoyan, M.; Porte, L. Single Layer of Polymeric Fe-Phthalocyanine: An Organometallic Sheet on Metal and Thin Insulating Film. J. Am. Chem. Soc. 2011, 133, 1203-1205.
29. Koudia, M.; Abel, M. Step-by-Step On-Surface Synthesis: from Manganese Phthalocyanines to their Polymeric Form. Chem. Commun. 2014, 50, 8565-8567.
30. Norskov, J. K. Covalent Effect in Effective-Medium Theory of Chemical Binding. Phys. Rev. B 1982, 26, 2875-2885.
31. Hammer, B.; Morikawa, Y.; Norskov, J. K. CO Chemisorption at Metal Surfaces and Overlayers. Phys. Rev. Lett. 1996, 76, 2141.
32. Hammer, B.; Norskov, J. K. Theoretical Surface Science and Catalysis-Calculations and Concepts. Adv. Catal. 2000, 45, 71-129.
33. Yang, C. H.; Lin, S. F.; Chen, H. L.; Chang, C. T. Electrosynthesis of the Metal Phthalocynine Complexes. Inorg. Chem. 1980, 19, 3541-3543.
34. Kezilebieke, S.; Amokrane, A.; Boero, M.; Clair, S.; Abel, M.; Bucher, J. P. Steric and Electronic Selectivity in the Synthesis of Fe-TCNB Complexes on Au(111): From Topological Confinement to Bond Formation. Nano Res. 2014, 7, 888-897.
35. Mendez, X.; Caillard, R.; Otero, G.; Nicoara, N.; Martin-Gago, J. A. Nanostructured Organic Material: From Molecular Chains to Organic Nanodots. Adv. Mater. 2006, 18, 2048-2052.
36. Perrera, U. G. E.; Kulik, H. J.; Iancu, V.; Dias da Silva, L. G. G. V.; Ulloa, S. E.; Marzari, N.; Hla, S. W. Spatially Extended Kondo State in Magnetic Molecules Induced by Interfacial Charge Transfer. Phys. Rev. Lett. 2010, 105, 106601.
37. Zhou, J.; Sun, Q. Magnetism of Phthalocyanine-Based Organometallic Single Porous Sheet. J. Am. Chem. Soc. 2011, 133, 15113-15119.
38. Sanchez-Portal, D.; Ordejon, P.; Artacho, E.; Soler, J. M. Density-Functional Method for Very Large Systems with LCAO Basis Sets. Int. J. Quantum Chem. 1997, 65, 453-461.
39. Soler, J. M.; Artacho, E.; Gale, J. D.; Garcia, A.; Junquera, J.; Ordejon, P.; Sanchez-Portal, D. The SIESTA Method for ab initio Order-N Materials Simulation. J. Phys.: Condens. Matter. 2002, 14, 2745-2779.
40. Troullier, N.; Martins, J. L. Efficient Pseudopotentials for Plane-Wave Calculations. Phys. Rev. B 1991, 43, 1993-2006.
41. Perdew, J. P.; Burke, K.; Ernzerhof, M. Generalized Gradient Approximation Made Simple. Phys. Rev. Lett. 1996, 77, 3865-3868.