Trimodular engineering of linear supramolecular miniatures on Ag(111) surfaces controlled by complementary triple hydrogen bonds

Angewandte Chemie - International Edition

Volumn 47, Issue 40, 2008, Pages 7726-7730

  Llanes Pallas, Anna ^b   Matena, Manfred ^a   Jung, Thomas ^d   Prato, Maurizio ^b   Stöhr, Meike ^a   Bonifazi, Davide ^b,c  

^a UNIVERSITY OF BASEL   (Switzerland)

^b UNIVERSITY OF TRIESTE   (Italy)

^c UNIVERSITY OF NAMUR   (Belgium)

^d PAUL SCHERRER INSTITUTE   (Switzerland)

Author keywords

Hydrogen bonding; Molecular wires; Scanning probe microscopy; Self assembly; Surface analysis

Indexed keywords

HYDROGEN; PAINTING; SILVER; SUPRAMOLECULAR CHEMISTRY;

HYDROGEN BONDING; MOLECULAR WIRES; SCANNING PROBE MICROSCOPY; SELF-ASSEMBLY; SURFACE ANALYSIS;

HYDROGEN BONDS;

SILVER;

ARTICLE; CHEMISTRY; ENGINEERING; HYDROGEN BOND; SURFACE PROPERTY;

ENGINEERING; HYDROGEN BONDING; SILVER; SURFACE PROPERTIES;

EID: 54749108664     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200802325     Document Type: Article

References (44)

1. a) J. M. Lehn, Supramolecular chemistry: concepts and perspectives, Wiley-VCH, Weinheim, New York, 1995;
2. b) G. M. Whitesides, M. Boncheva, Proc. Natl. Acad. Sci. USA 2002, 99, 4769.
3. a) M. Fujita, Chem. Soc. Rev. 1998, 27, 417;
4. b) Special issue on "Supramolecular Chemistry and Self-Assembly", Science 2002, 295, 2396;
5. c) Special issue on "Supramolecular Chemistry and Self-Assembly", Proc. Natl. Acad. Sci. USA 2002, 99, 4762;
6. d) M. Hosseini, Chem. Commun. 2005, 5825;
7. e) J. Elemans, R. Van Hameren, R. Nolte, A. Rowan, Adv. Mater. 2006, 18, 1251;
8. f) Special issue "Supramolecular Chemistry Anniversary", Chem. Soc. Rev. 2007, 36, 125.
9. L. Brunsveld, B. J. B. Folmer, E. W. Meijer, R. P. Sijbesma, Chem. Rev. 2001, 101, 4071.
10. a) C. Joachim, J. K. Gimzewski, A. Aviram, Nature 2000, 408, 541;
11. b) E. W. Meijer, A. P. H. J. Schenning, Nature 2002, 419, 353;
12. c) C. Joachim, M. A. Ratner, Proc. Natl. Acad. Sci. USA 2005, 102, 8801.
13. a) L. Pirondini, A. G. Stendardo, S. Geremia, M. Campagnolo, P. Samori, J. P. Rabe, R. Fokkens, E. Dalcanale, Angew. Chem. 2003, 115, 1422;
14. Angew. Chem. Int. Ed. 2003, 42, 1384;
15. b) D. Bonifazi, A. Kiebele, M. Stöhr, F. Cheng, T. Jung, F. Diederich, H. Spillmann, Adv. Funct. Mater. 2007, 17, 1051;
16. c) N. Wintjes, D. Bonifazi, F. Cheng, A. Kiebele, M. Stöhr, T. Jung, H. Spillmann, F. Diederich, Angew. Chem. 2007, 119, 4167;
17. Angew. Chem. Int. Ed. 2007, 46, 4089.
18. a) S. De Feyter, F. De Schryver, Top. Curr. Chem. 2005, 258, 205;
19. b) P. Samori, Scanning Probe Microscopies Beyond Imaging: Manipulation of Molecules and Nanostructures, Wiley-VCH, Weinheim, 2006;
20. c) J. V. Barth, Annu. Rev. Phys. Chem. 2007, 58, 375.
21. a) D. Philp, J. F. Stoddart, Angew. Chem. 1996, 108, 1242;
22. Angew. Chem. Int. Ed. Engl. 1996, 35, 1154;
23. b) J. J. Rebek, M. M. Conn, Chem. Rev. 1997, 97, 1647;
24. c) L. J. Prins, D. N. Reinhoudt, P. Timmerman, Angew. Chem. 2001, 113, 2446;
25. Angew. Chem. Int. Ed. 2001, 40, 2382;
26. d) G. R. Desiraju, Acc. Chem. Res. 2002, 35, 565;
27. e) T. Steiner, Angew. Chem. Int. Ed. 2002, 41, 49.
28. a) J. V. Barth, J. Weckesser, G. Trimarchi, M. Vladimirova, A. De Vita, C. Z. Cai, H. Brune, P. Gunter, K. Kern, J. Am. Chem. Soc. 2002, 124, 7991;
29. b) R. Otero, M. Schöck, L. M. Molina, E. Laegsgaard, I. Stensgaard, B. Hammer, F. Besenbacher, Angew. Chem. 2005, 117, 2310;
30. Angew. Chem. Int. Ed. 2005, 44, 2270;
31. c) M. Stöhr, M. Wahl, C. H. Galka, T. Riehm, T. A. Jung, L. H. Gade, Angew. Chem. 2005, 117, 7560;
32. Angew. Chem. Int. Ed. 2005, 44, 7394.
33. a) J. A. Theobald, N. S. Oxtoby, M. A. Phillips, N. R. Champness, P. H. Beton, Nature 2003, 424, 1029;
34. b) M. Ruiz-Oses, N. Gonzalez-Lakunza, I. Silanes, A. Gourdon, A. Arnau, J. E. Ortega, J. Phys. Chem. B 2006, 110, 25573;
35. c) W. Xu, M. D. Dong, H. Gersen, E. Rauls, S. Vazquez-Campos, M. Crego-Calama, D. N. Reinhoudt, I. Stensgaard, E. Laegsgaard, T. R. Linderoth, F. Besenbacher, Small 2007, 3, 854;
36. d) M. E. Cañas-Ventura, W. Xiao, D. Wasserfallen, K. Müllen, H. Brune, J. V. Barth, R. Fasel, Angew. Chem. 2007, 119, 1846;
37. Angew. Chem. Int. Ed. 2007, 46, 1814;
38. e) A. Gesquiere, P. Jonkheijm, F. J. M. Hoeben, A. Schenning, S. De Feyter, F. C. De Schryver, E. W. Meijer, Nano Lett. 2004, 4, 1175.
39. M. J. Brienne, J. Gabard, J. M. Lehn, I. Stibor, J. Chem. Soc. Chem. Commun. 1989, 1868.
40. M. Nettekoven, Synlett 2001, 1917.
41. H. Dang, M. A. Garcia-Garibay, J. Am. Chem. Soc. 2001, 123, 355.
42. See Supporting Information.
43. S. Yin, C. Wang, X. Qiu, B. Xu, C. Bai, Surf. Interface Anal. 2001, 32, 248.
44. G. M. Whitesides, J. P. Mathias, C. T. Seto, Science 1991, 254, 1312.