Stereoselectivity and electrostatics in charge-transfer Mn- and Cs-TCNQ4 networks on Ag(100)

Nature Communications

Volumn 3, Issue , 2012, Pages

  Abdurakhmanova, Nasiba ^a   Floris, Andrea ^b   Tseng, Tzu Chun ^a   Comisso, Alessio ^b   Stepanow, Sebastian ^a   De Vita, Alessandro ^b,c   Kern, Klaus ^a,d  

^a MAX PLANCK INSTITUT FÜR FESTKÖRPERFORSCHUNG   (Germany)

^b KING'S COLLEGE LONDON   (United Kingdom)

^c DEMOCRITOS NATIONAL SIMULATION CENTER   (Italy)

^d EPFL   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALI; GOLD; TRANSITION ELEMENT; NITRILE; SILVER; TETRACYANOQUINODIMETHANE;

ARTICLE; ATOM; CHEMICAL BOND; CHIRALITY; COMPLEX FORMATION; ELECTRICITY; GAS; MICROSCOPY; STATIC ELECTRICITY; STEREOCHEMISTRY; THEORETICAL MODEL; CHEMISTRY; NANOTECHNOLOGY;

ALKALIES; NANOTECHNOLOGY; NITRILES; SILVER; STATIC ELECTRICITY; TRANSITION ELEMENTS;

EID: 84864833058     PISSN: None     EISSN: 20411723     Source Type: Journal    
DOI: 10.1038/ncomms1942     Document Type: Article

References (32)

1. Barth, J. V., Costantini, G. & Kern, K. Engineering atomic and molecular nanostructures at surfaces. Nature 437, 671-679 (2005). (Pubitemid 41486530)
2. Cölfen, H. & Mann, S. Higher-order organization by mesoscale self-Assembly and transformation of hybrid nanostructures. Angew. Chem. Int. Ed. 42, 2350-2365 (2003). (Pubitemid 36735542)
3. Lee, W. H., Cho, J. H. & Cho, K. Control of mesoscale and nanoscale ordering of organic semiconductors at the gate dielectric/semiconductor interface for organic transistors. J. Mater. Chem. 20, 2549-2561 (2010).
4. Smith, W. F. Organic electronics: Self-Assembly is ready to roll. Nat. Nanotech. 2, 77-78 (2007). (Pubitemid 46226362)
5. Lim, J. A., Lee, H. S., Lee, W. H. & Cho, K. Control of the morphology and structural development of solution-processed functionalized acenes for high-performance organic transistors. Adv. Funct. Mater. 19, 1515-1525 (2009).
6. Ernst, K.-H. Supramolecular surface chirality. Top. Curr. Chem. 265, 209-252 (2006). (Pubitemid 44420764)
7. Vidal, F. et al. Chiral phase transition in two-dimensional supramolecular assemblies of prochiral molecules. J. Am. Chem. Soc. 127, 10101-10106 (2005). (Pubitemid 40995456)
8. Tomba, G., Stengel, M., Schneider, W.-D., Baldereschi, A. & De Vita, A. Supramolecular self-Assembly driven by electrostatic repulsion: the 1D aggregation of rubrene pentagons on Au(111). ACS Nano 4, 7545-7551 (2010).
9. Paci, I., Szleifer, I. & Ratner, M. A. Chiral separation: mechanism modeling in two-dimensions. J. Am. Chem. Soc. 129, 3545-3555 (2007). (Pubitemid 46509409)
10. Lingenfelder, M. et al. Tracking the chiral recognition of adsorbed dipeptides at the single-molecule level. Angew. Chem. Int. Ed. 46, 4492-4495 (2007). (Pubitemid 46954602)
11. Lopinski, G. P., Moffatt, D. J., Wayner, D. D. M. & Wolkow, R. A. Determination of the absolute chirality of individual adsorbed molecules using the scanning tunnelling microscope. Nature 392, 909-911 (1998). (Pubitemid 28232058)
12. Busch, K. W. & Busch, M. A. (eds) Chiral analysis (Elsevier B.V., 2006).
13. Coquerel, G. Preferential crystallization. Top. Curr. Chem. 269, 1-51 (2007).
14. Fang, H. B., Giancarlo, L. C. & Flynn, G. W. Direct determination of the chirality of organic molecules by scanning tunneling microscopy. J. Phys. Chem. B 102, 7311-7315 (1998). (Pubitemid 128576788)
15. Böhringer, M., Schneider, W. D. & Berndt, R. Real space observation of a chiral phase transition in a two-dimensional organic layer. Angew. Chem. Int. Ed. 39, 792-759 (2000).
16. Weckesser, J., De Vita, A., Barth, J. V., Cai, C. & Kern, K. Mesoscopic correlation of supramolecular chirality in one-dimensional hydrogen-bonded assemblies. Phys. Rev. Lett. 87, 096101 (2001).
17. Kühnle, A., Linderoth, T. R., Hammer, B. & Besenbacher, F. Chiral recognition in dimerization of adsorbed cysteine observed by scanning tunnelling microscopy. Nature 415, 891-893 (2002). (Pubitemid 34174747)
18. Chen, Q., Frankel, D. J. & Richardson, N. V. Self-Assembly of adenine on Cu(110) surfaces. Langmuir 18, 3219-3225 (2002). (Pubitemid 35383781)
19. Haq, S., Liu, N., Humblot, V., Jansen, A. P. J. & Raval, R. Drastic symmetry breaking in supramolecular organization of enantiomerically unbalanced monolayers at surfaces. Nat. Chem. 1, 409-414 (2009).
20. Morris, R. E. & Bu, X. Induction of chiral porous solids containing only achiral building blocks. Nat. Chem. 2, 353-361 (2010).
21. Mugarza, A. et al. Orbital specific chirality and homochiral self-Assembly of achiral molecules induced by charge transfer and spontaneous symmetry breaking. Phys. Rev. Lett. 105, 115702 (2010).
22. Dmitriev, A., Spillmann, H., Lin, N., Barth, J. V. & Kern, K. Modular assembly of two-dimensional metal-organic coordination networks at a metal surface. Angew. Chem. Int. Ed. 42, 2670-2673 (2003). (Pubitemid 36791083)
23. Lin, N., Stepanow, S., Ruben, M. & Barth, J. V. Surface-confined supramolecular coordination chemistry. Top. Curr. Chem. 287, 1-41 (2009).
24. Tseng, T.-C., Abdurakhmanova, N., Stepanow, S. & Kern, K. Hierarchical assembly and reticulation of two-dimensional Mn-And Ni-TCNQx (x=1,2,4) coordination structures on a metal surface. J. Phys. Chem. C 115, 10211-10217 (2011).
25. Stepanow, S. et al. Rational design of two-dimensional nanoscale networks by electrostatic interactions at surfaces. ACS Nano 4, 1813-1820 (2010).
26. Xu, W. et al. Guanine-And potassium-based two-dimensional coordination network self-Assembled on Au(111). J. Am. Chem. Soc. 132, 15927-15929 (2010).
27. Koch, N. Energy levels at interfaces between metals and conjugated organic molecules. J. Phys. Condens. Matter 20, 184008 (2008).
28. Fahlman, M. et al. Electronic structure of hybrid interfaces for polymer-based electronics. J. Phys. Condens. Matter 19, 183202 (2007).
29. Tseng, T.-C. et al. Charge-Transfer-induced structural rearrangements at both sides of organic/metal interfaces. Nat. Chem. 2, 374-379 (2010).
30. Ishii, H., Sugiyama, K., Ito, E. & Seki, K. Energy level alignment and interfacial electronic structures at organic/metal and organic/organic interfaces. Adv. Mater. 11, 605 (1999).
31. Giannozzi, P. et al. Quantum Espresso: a modular and open-source software project for quantum simulations of materials. J. Phys. Condens. Matter 21, 395502 (2009).
32. Perdew, J. P., Burke, K. & Ernzheroff, M. Generalized gradient approximation made simple. Phys. Rev. Lett. 77, 3865 (1996).