Self-assembly of flexible one-dimensional coordination polymers on metal surfaces

Journal of the American Chemical Society

Volumn 132, Issue 19, 2010, Pages 6783-6790

  Heim, Daniel ^a   Écija, David ^a   Seufert, Knud ^a   Auwärter, Willi ^a   Aurisicchio, Claudia ^b   Fabbro, Chiara ^c   Bonifazi, Davide ^c   Barth, Johannes V ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

^b UNIVERSITY OF NAMUR   (Belgium)

^c UNIVERSITY OF TRIESTE   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

AG(111) SURFACE; CO-EVAPORATED; COLLECTIVE MOTIONS; CONFORMATIONAL FLEXIBILITY; CONFORMATIONAL ISOMERS; CU(1 1 1); LATERAL BONDING; METAL SURFACES; METAL-ORGANIC; MOLECULAR MANIPULATION; ONE-DIMENSIONAL COORDINATION POLYMER; POLYMERIC ASSEMBLIES; PORPHYRIN POLYMERS; PYRIDYL; SCANNING TUNNELING MICROSCOPY (STM); SITE-SPECIFIC; SUBSTRATE INTERACTION; SURFACE CONFINEMENT;

ISOMERS; PORPHYRINS; SCANNING TUNNELING MICROSCOPY; SILVER; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL); TWO DIMENSIONAL;

FUNCTIONAL POLYMERS;

COORDINATION COMPOUND; COPPER; LIGAND; METAL; NANOWIRE; ORGANOMETALLIC COMPOUND; POLYMER; PORPHYRIN; PYRIDINE DERIVATIVE; SILVER;

ARTICLE; CHIRALITY; CONFORMATIONAL TRANSITION; CRYSTAL; ENANTIOMER; ISOMER; MOLECULAR ELECTRONICS; MOLECULAR MODEL; QUANTUM MECHANICS; SCANNING TUNNELING MICROSCOPY; SUPRAMOLECULAR CHEMISTRY; SYNTHESIS;

COPPER; MICROSCOPY, SCANNING TUNNELING; MODELS, MOLECULAR; MOLECULAR CONFORMATION; NANOWIRES; POLYMERS; PORPHYRINS; SILVER; SURFACE PROPERTIES;

EID: 77952336109     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja1010527     Document Type: Article

References (80)

1. Blake, A. J., Champness, N. R., Hubberstey, P., Li, W.-S., Withersby, M. A., and Schröder, M. Coord. Chem. Rev. 1999, 183, 117
2. Kitagawa, S., Kitaura, R., and Noro, S. Angew. Chem., Int. Ed. 2004, 43, 2334-2375
3. Moulton, B. and Zaworotko, M. J. Chem. Rev. 2001, 101, 1629-1658
4. Robin, A. Y. and Fromm, K. M. Coord. Chem. Rev. 2006, 250, 2127-2157
5. Janiak, C. Dalton Trans. 2003, 2781
6. Horike, S., Shimomura, S., and Kitagawa, S. Nature Chem. 2009, 1, 695-704
7. Stepanow, S., Lin, N., and Barth, J. V. J. Phys: Condens. Matter 2008, 20, 184002
8. Lin, N., Stepanow, S., Ruben, M., and Barth, J. V. Top. Curr. Chem. 2009, 287, 1-44
9. Barth, J. V., Constantini, G., and Kern, K. Nature 2005, 43, 671-679
10. Semenov, A., Spatz, J. P., Möller, M., Lehn, J.-M., Sell, B., Schubert, D., Weidl, C. H., and Schubert, U. S. Angew. Chem. Int. Ed 1999, 38, 2547-2550
11. Dmitriev, A., Spillmann, H., Lin, N., Barth, J. V., and Kern, K. Angew. Chem., Int. Ed. 2003, 41, 2670-2673
12. Surin, M., Samori, P., Jouaiti, A., Kyritsakas, N., and Housseini, M. W. Angew. Chem., Int. Ed. 2007, 46, 245
13. Marschall, M., Reichert, J., Weber-Bargioni, A., Seufert, K., Auwärter, W., Klyatskaya, S., Zoppellaro, G., Ruben, M., and Barth, J. V. Nature Chem. 2010, 2, 131-137
14. Classen, T., Fratesi, G., Costantini, G., Fabris, S., Stadler, F. L., Kim, C., de Gironcoli, S., Baroni, S., and Kern, K. Angew. Chem., Int. Ed 2005, 44, 6142
15. Tait, S. L., Langner, A., Lin, N., Stepanow, S., Rajadurai, C., Ruben, M., and Kern, K. J. Phys. Chem. C 2007, 111, 10982
16. Spillmann, H., Dmitriev, A., Lin, N., Messina, P., Barth, J. V., and Kern, K. J. Am. Chem. Soc. 2003, 125, 10725-10728
17. Stepanow, S., Lingenfelder, M., Dmitriev, A., Spillmann, H., Delvigne, E., Lin, N., Deng, X., Cai, C., Barth, J. V., and Kern, K. Nat. Mater. 2004, 3, 229-233
18. Pawin, G., Wong, K. L., Kim, D., Sun, D., Bartels, L., Hong, S., Rahman, T. S., Carp, R., and Marsella, M. Angew. Chem., Int. Ed. 2008, 47, 8442-8445
19. Kühne, D., Klappenberger, F., Decker, R., Schlickum, U., Brune, H., Klyatskaya, S., Ruben, M., and Barth, J. V. J. Am. Chem. Soc. 2009, 131, 3881-3883
20. Shi, Z. and Lin, N. J. Am. Chem. Soc. 2009, 131, 5376-5377
21. Lin, N., Stepanow, S., Vidal, F., Barth, J. V., and Kern, K. Chem. Commun. 2005, 1681-1683
22. Schlickum, U., Decker, R., Klappenberger, F., Zopellaro, G., Klyatskaya, S., Ruben, M., Silanes, I., Arnau, A., Kern, K., Brune, H., and Barth, J. V. Nano Lett. 2007, 7, 3813-3817
23. Stepanow, S., Lin, N., Payer, D., Schlickum, U., Klappenberger, F., Zopellaro, G., Ruben, M., Brune, H., Barth, J. V., and Kern, K. Angew. Chem., Int. Ed. 2007, 46, 710
24. Matena, M., Riehm, T., Stöhr, M., Jung, T. A., and Gade, L. H. Angew. Chem., Int. Ed. 2008, 47, 2414
25. Werner, A. Z. Anorg. Chem. 1893, 3, 267-330; http://www.nobel.se/ chemistry/laureates/1913
26. Gambardella, P.; et al. Nat. Mater. 2009, 8, 189-193
27. Barth, J. V. Surf. Sci. 2009, 603, 1533-1541
28. Meunier, B. Chem. Rev 1992, 92, 1411-1456
29. Purrello, R., Gurrieri, S., and Lauceri, R. Coord. Chem. Rev. 1999, 190-192, 683-706
30. Beletskaya, I., Tyurin, V. S., Tsivadze, A. Y., Guilard, R., and Stern, C. Chem. Rev. 2009, 109, 1659-1713
31. Forrest, S. R. Chem. Rev. 1997, 97, 1793-1896
32. Shi, Z. and Lin, N. J. Am. Chem. Soc. 2009, 131, 5376-5377
33. Barlow, S. M. and Raval, R. Surf. Sci. Rep 2003, 50, 201-341
34. Ernst, K. H. Top. Curr. Chem. 2006, 265, 209-252
35. Yokoyama, T., Kamikado, T., Yokoyama, S., and Mashiko, S. J. Chem. Phys. 2004, 121, 11993-11997
36. Weigelt, S., Busse, C., Petersen, L., Rauls, E., Hammer, B., Gothelf, K. V., Besenbacher, F., and Linderoth, T. R. Nat. Mater. 2006, 5, 112-117
37. Bombis, C., Weigelt, S., Knudsen, M. M., Norgaard, M., Busse, C., Laegsgaard, E., Besenbacher, F., Gothelf, K. V., and Linderoth, T. R. ACS Nano 2009, 4, 297-311
38. Bombis, C., Ample, F., Lafferentz, L., Yu, H., Hecht, S., Joachim, C., and Grill, L. Angew. Chem., Int. Ed. 2009, 48, 9966-9970
39. Heim, D., Seufert, K., Auwärter, W., Aurisicchio, C., Fabbro, C., Bonifazi, D., and Barth, J. V. Nano Lett. 2009, 10, 122-128
40. Jung, T., Schlittler, R., and Gimzewski, J. Nature 1997, 386, 696-698
41. Yokoyama, T., Yokoyama, S., Kamidado, T., and Mashiko, S. J. Chem. Phys. 2001, 115, 3814
42. Ecija, D., Trelka, M., Urban, C., Mendoza, P. d., Mateo-Martín, E., Rogero, C., Martín-Gago, J. A., Echavarren, A. M., Otero, R., Gallego, J. M., and Miranda, R. J. Phys. Chem. C 2008, 112, 8988-8994
43. Moresco, F., Meyer, G., Rieder, K.-H., Ping, J., Tang, H., and Joachim, C. Surf. Sci. 2002, 499, 94-102
44. Auwarter, W., Weber-Bargioni, A., Riemann, A., Schiffrin, A., Groning, O., Fasel, R., and Barth, J. V. J. Chem. Phys. 2006, 124, 194708-6
45. Zotti, L. A., Teobaldi, G., Hofer, W. A., Auwärter, W., Weber-Bargioni, A., and Barth, J. V. Surf. Sci. 2007, 601, 2409-2414
46. Weber-Bargioni, A., Auwärter, W., Klappenberger, F., Reichert, J., Lefrançois, S., Strunskus, T., Wöll, C., Schiffrin, A., Pennec, Y., and Barth, J. V. ChemPhysChem 2008, 9, 89-94
47. Fleischer, E. B. and Stone, A. L. Chem. Commun. 1967, 332
48. Auwärter, W., Klappenberger, F., Weber-Bargioni, A., Schiffrin, A., Strunskus, T., Wöll, C., Pennec, Y., Riemann, A., and Barth, J. V. J. Am. Chem. Soc. 2007, 129, 11279-11285
49. Fendt, L., Stöhr, M., Wintjes, N., Enache, M., Jung, T. A., and Diederich, F. Chem. - Eur. J. 2009, 15, 11139-11150
50. Hyperchem, version 7.5; HyperCube, Inc.: Gainesville, Florida, 2003.
51. Barth, J. V., Weckesser, J., Cai, C., Günter, P., Bürgi, L., Jeandupeux, O., and Kern, K. Angew. Chem. Int. Ed 2000, 39, 1230-1234
52. Schiffrin, A., Riemann, A., Auwärter, W., Pennec, Y., Weber-Bargioni, A., Cvetko, D., Cossaro, A., Morgante, A., and Barth, J. V. Proc. Natl. Acad. Sci. U.S.A. 2007, 104, 5279-5284
53. Karimi, M., Tomkowski, T., Vidali, G., and Biham, O. Phys. Rev. B 1995, 52, 5364
54. Perry, C. C., Haq, S., Frederick, B. G., and Richardson, N. V. Surf. Sci. 1998, 409, 512
55. Eichberger, M., Marschall, M., Reichert, J., Weber-Bargioni, A., Auwärter, W., Wang, R. L. C., Kreuzer, H. J., Pennec, Y., Schiffrin, A., and Barth, J. V. Nano Lett. 2008, 8, 4608
56. Klappenberger, F., Weber-Bargioni, A., Auwärter, W., Marschall, M., Schiffrin, A., and Barth, J. V. J. Chem. Phys. 2008, 129, 214702
57. Shi, Z. and Lin, N. ChemPhysChem 2010, 11, 97-100
58. Clair, S., Pons, S., Fabris, S., Baroni, S., Brune, H., Kern, K., and Barth, J. V. J. Phys. Chem. B 2006, 110, 5627
59. Classen, T., Lingenfelder, M., Wang, Y., Chopra, R., Virojanadara, C., Starke, U., Costantini, G., Fratesi, G., Fabris, S., de Gironcoli, S., Baroni, S., Haq, S., Raval, R., and Kern, K. J. Phys. Chem. A 2007, 111, 12589
60. Seitsonen, A. P., Lingenfelder, M., Spillmann, H., Dmitriev, A., Stepanow, S., Lin, N., Kern, K., and Barth, J. V. J. Am. Chem. Soc. 2006, 126, 5634-5635
61. Manson, J. L., Lecher, J. G., Gu, J., Giser, U., Schlueter, J. A., Henning, R., Wang, X., Schultz, A. J., Koo, H.-J., and Whangbo, M.-H. Dalton Trans. 2003, 2905-2911
62. Osako, T., Tachi, Y., Taki, M., Fukuzumi, S., and Itoh, S. Inorg. Chem. 2001, 40, 6604
63. Dietrich-Buchecker, C. O., Guilhem, J., Pascard, C., and Sauvage, J. P. Angew. Chem., Int. Ed. 1990, 29, 1154
64. Wintjes, N., Hornung, J., Lobo-Checa, J., Voigt, T., Samuely, T., Thilgen, C., Stöhr, M., Diederich, F., and Jung, T. A. Chem. - Eur. J. 2008, 14, 5794-5802
65. Yokoyama, T., Yokoyama, S., Kamikado, T., Okuno, Y., and Mashiko, S. Nature 2001, 413, 619-621
66. Mena-Osteritz, E., Meyer, A., Langeveld-Voss, B. M. W., Janssen, R. A. J., Meijer, E. W., and Bäuerle, P. Angew. Chem., Int. Ed 2000, 39, 2679-2684
67. Lei, S.-B., Wan, L.-J., Wang, C., and Bai, C.-L. Adv. Mater. 2004, 2004, 828-831
68. Lei, S.-B., Deng, K., Yang, Y.-L., Zeng, Q.-D., Wang, C., Ma, Z., Wang, P., Zhou, Y., Fan, Q.-L., and Huang, W. Macromolecules 2007, 40, 4552-4560
69. Barth, J. V. Annu. Rev. Phys. Chem. 2007, 58, 375-407
70. Elemans, J. A. A. W., Lei, S., and Feyter, S. D. Angew. Chem., Int. Ed. 2009, 48, 7298-7333
71. Bonifazi, D., Mohnani, S., and L-Pallas, A. Chem. - Eur. J. 2009, 15, 7004-7025
72. Grill, L., Dyer, M., Lafferentz, L., Persson, M., Peters, M. V., and Hecht, S. Nat. Nanotechnol. 2007, 2, 687
73. Veld, M., Iavicoli, P., Haq, S., Amabilino, D. B., and Raval, R. Chem. Commun. 2008, 1536
74. Treier, M., Fasel, R., Champness, N. R., Argent, S., and Richardson, N. V. Phys. Chem. Chem. Phys. 2009, 11, 1209
75. Weigelt, S., Busse, C., Bombis, C., Knudsen, M. M., Gothelf, K. V., Strunskus, T., Wöll, C., Dahlbom, M., Hammer, B., Laegsgaard, E., Besenbacher, F., and Linderoth, T. R. Angew. Chem., Int. Ed 2007, 119, 9387
76. Zwaneveld, N. A. A., Pawlak, R., Abel, M., Catalin, D., Gigmes, D., Bertin, D., and Porte, L. J. Am. Chem. Soc. 2008, 130, 6678-6679
77. Lipton-Duffin, J. A., Ivasenko, O., Perepichka, D. F., and Rosei, F. Small 2009, 5, 592
78. Clair, S., Pons, S., Brune, H., Kern, K., and Barth, J. V. Angew. Chem., Int. Ed. 2005, 44, 7294-7297
79. CreaTec-STM; CreaTec: Erligheim, Germany.
80. Horcas, I., Fernández, R., Rodríguez, J. M., Colchero, J., Gómez-Herrero, J., and Baró, A. M. Rev. Sci. Instrum. 2007, 78 013705