Supramolecular assemblies of 1,4-benzene diboronic acid on KCl(001)

Journal of Physical Chemistry C

Volumn 114, Issue 20, 2010, Pages 9290-9295

  Pawlak, Rémy ^a,b   Nony, Laurent ^a,b   Bocquet, Franck ^a,b   Oison, Vincent ^a,b   Sassi, Michel ^a,b   Debierre, Jean Marc ^a,b   Loppacher, Christian ^a,b   Porte, Louis ^a,b  

^a AIX MARSEILLE UNIVERSITÉ   (France)

^b CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CLEAVED SURFACES; COHESION ENERGY; DIBORONIC ACID; EXPERIMENTAL EVIDENCE; H-BONDS; HIGH RESOLUTION; KCL(001); MOLECULAR LAYER; NONCONTACT ATOMIC FORCE MICROSCOPY; ROOM TEMPERATURE; SELF-ASSEMBLE; STERIC HINDRANCES; SUPRAMOLECULAR ASSEMBLIES; SUPRAMOLECULAR NETWORKS; THEORETICAL CALCULATIONS;

ACIDS; ATOMIC FORCE MICROSCOPY; BENZENE; DENSITY FUNCTIONAL THEORY; ISOMERS; SELF ASSEMBLY; STRUCTURAL ANALYSIS; SUPRAMOLECULAR CHEMISTRY; TWO DIMENSIONAL;

MOLECULES;

EID: 77952713286     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp102044u     Document Type: Article

References (59)

1. Barth, J. Annu. Rev. Phys. Chem. 2007, 58, 375-407
2. Elemans, J.; Lei, S.; Feyter, S. D. Angew. Chem., Int. Ed. 2009, 48, 7298-7332
3. Lehn, J.-M. Supramolecular Chemistry-Concepts and Perspectives; Wiley-VCH: New York, 1995.
4. Lehn, J.-M. Science 2002, 295, 2400
5. Dmitriev, A.; Lin, N.; Weckesser, J.; Barth, J.; Kern, K. J. Phys. Chem. B 2002, 106, 6907-6912
6. Canas-Ventura, M.; Klappenberger, F.; Clair, S.; Pons, S.; Kern, K.; Brune, H.; Strunskus, T.; Wöll, C.; Fasel, R.; Barth, J. J. Chem. Phys. 2006, 125, 184710
7. Pawlak, R.; Clair, S.; Oison, V.; Abel, M.; Ourdjini, O.; Zwaneveld, N.; Gigmes, D.; Bertin, D.; Nony, L.; Porte, L. ChemPhysChem 2009, 10, 1032-1035
8. Sakaguchi, H.; Matsumura, H.; Gong, H.; Abouelwafa, A. Science 2005, 310, 1002-1006
9. Zwaneveld, N.; Pawlak, R.; Abel, M.; Catalin, D.; Gigmes, D.; Bertin, D.; Porte, L. J. Am. Chem. Soc. 2008, 130, 6678-6679
10. Matena, M.; Riehm, T.; Stöhr, M.; Jung, T.; Gade, L. Angew. Chem., Int. Ed. 2008, 47, 2414-2417
11. Veld, M. I.; Iavicoli, P.; Haq, S.; Amabilino, D.; Raval, R. Chem. Commun. 2008, 1536-1538
12. Weigelt, S.; Busse, C.; Bombis, C.; Knudsen, M.; Gothelf, K.; Lgsgaard, E.; Besenbacher, F.; Linderoth, T. Angew. Chem., Int. Ed. 2008, 120, 4478-4482
13. Treier, M.; Richardson, N.; Fasel, R. J. Am. Chem. Soc. 2008, 130, 14054-14055
14. Dienel, T.; Loppacher, C.; Mannsfeld, S.; Forker, R.; Fritz, T. Adv. Mater. 2008, 20, 959
15. Burke, S.; LeDue, J.; Miyahara, Y.; Topple, J.; Fostner, S.; Grütter, P. Nanotechnology 2009, 20, 264012
16. Qiu, X.; Nazin, G.; Ho, W. Science 2003, 299, 542-546
17. Repp, J.; Meyer, G. Phys. Rev. Lett. 2005, 94 026803
18. Koch, N.; Duhm, S.; Rabe, J.; Vollmer, A.; Johnson, R. Phys. Rev. Lett. 2005, 95, 237601
19. Forker, R.; Kasemann, D.; Dienel, T.; Wagner, C.; Franke, R.; Müllen, K.; Fritz, T. Adv. Mater. 2008, 20, 4450-4454
20. Bombis, C.; Kalashnyk, N.; Xu, W.; Lgsgaard, E.; Besenbacher, F.; Linderoth, T. Small 2009, 5, 2177-2182
21. Nony, L.; Bennewitz, R.; Pfeiffer, O.; Gnecco, E.; Baratoff, A.; Meyer, E.; Eguchi, T.; Gourdon, A.; Joachim, C. Nanotechnology 2004, 15, S91-S96
22. Kunstmann, T.; Schlarb, A.; Fendrich, M.; Wagner, T.; Mölller, R.; Hoffmann, R. Phys. Rev. B 2005, 71, 121403(R)
23. Loppacher, C.; Zerweck, U.; Eng, L.; Gemming, S.; Seifert, G.; Olbrich, C.; Morawetz, K.; Schreiber, M. Nanotechnology 2006, 17, 1568-1573
24. Mativetsky, J.; Burke, S.; Fostner, S.; Grütter, P. Small 2007, 3, 818-821
25. Fendrich, M.; Kunstmann, T.; Paulkowski, D.; Möller, R. Nanotechnology 2007, 18 084004
26. Burke, S.; Ji, W.; Mativetsky, J.; Topple, J.; Fostner, S.; Gao, H.-J.; Guo, H.; Grütter, P. Phys. Rev. Lett. 2008, 100, 186104
27. Burke, S.; Topple, J.; Grütter, P. J. Phys.: Condens. Matter 2009, 21, 423101
28. Fendrich, M.; Kunstmann, T. Appl. Phys. Lett. 2007, 91 023101
29. Fendrich, M.; Lange, M.; Weiss, C.; Kunstmann, T.; Möller, R. J. Appl. Phys. 2009, 105 094311
30. Burke, S.; Mativetsky, J.; Hoffmann, R.; Grütter, P. Phys. Rev. Lett. 2005, 94 096102
31. Burke, S. A.; Mativetsky, J. M.; Fostner, S.; Grütter, P. Phys. Rev. B 2007, 76 035419
32. Loske, F.; Bechstein, R.; Schütte, J.; Ostendorf, F.; Reichling, M.; Kühnle, A. Nanotechnology 2009, 20 065606
33. Maier, S.; Fendt, L.-A.; Zimmerli, L.; Glatzel, T.; Pfeiffer, O.; Diederich, F.; Meyer, E. Small 2008, 4, 1115-1118
34. Glatzel, T.; Zimmerl, L.; Koch, S.; Kawai, S.; Meyer, E. Appl. Phys. Lett. 2009, 94 063303
35. Kawai, S.; Maier, S.; Glatzel, T.; Koch, S.; Such, B.; Zimmerli, L.; Fendt, L.-A.; Diederich, F.; Meyer, E. Appl. Phys. Lett. 2009, 95, 103109
36. Nony, L.; Gnecco, E.; Baratoff, A.; Alkauskas, A.; Bennewitz, R.; Pfeiffer, O.; Maier, S.; Wetzel, A.; Meyer, E.; Gerber, C. Nano Lett. 2004, 4, 2185-2189
37. These values are derived from molecular mechanism calculations for the p3×3 phase of PTCDA on NaCl(001), as reported in the Supporting Information for ref 26.
38. Hall, D. G. Boronic Acids: Preparation, Applications in Organic Synthesis and Medicine; Wiley-VCH: Germany, 2005.
39. Rodriguez-Cuamatzi, P.; Luna-Garcia, R.; Torres-Huerta, A.; Bernal-Uruchurtu, M.; Barba, V.; Höpfl, H. Cryst. Growth Des. 2009, 9, 1575-1583
40. Li, Y.; Liu, Y.; Bu, W.; Guo, J.; Wang, Y. Chem. Commun. 2000, 1551-1552
41. Lamère, J.; Lacroix, P.; Farfan, N.; Rivera, J.; Santillan, R.; Nakatani, K. J. Mater. Chem. 2006, 16, 2913-2920
42. Rodriguez-Cuamatzi, P.; Vargas-Diaz, G.; Maris, T.; Wuest, J.; Höpfl, H. Acta Crystallogr. 2004, E60, o1315-o1317
43. Rodriguez-Cuamatzi, P.; Arillo-Flores, O.; Bernal-Uruchurtu, M.; Höpfl, H. Cryst. Growth Des. 2005, 5, 167-175
44. Maly, K.; Maris, T.; Wuest, J. CrystEngComm 2006, 8, 33-35
45. Maly, K.; Malek, N.; Fournier, J.-H.; Rodriguez-Cuamatzi, P.; Maris, T.; Wuest, J. Pure Appl. Chem. 2006, 7, 1305-1321
46. Côté, A.; Benin, A.; Ockwig, N.; OKeeffe, M.; Matzger, A.; Yaghi, O. Science 2005, 310, 1166-1170
47. Côté, A.; El-Kaderi, H.; Furukawa, H.; Hunt, J.; Yaghi, O. J. Am. Chem. Soc. 2007, 129, 12914-12915
48. Sassi, M.; Oison, V.; Debierre, J.-M.; Humbel, S. ChemPhysChem 2009, 10, 2480-2485
49. Giessibl, F.; Bielefeldt, H. Phys. Rev. B 2000, 61, 9968
50. Perdew, J.; Burke, K.; Ernzerhof, M. Phys. Rev. Lett. 1996, 77, 3865-3868
51. Blöchl, P. Phys. Rev. B 1994, 50, 17953
52. Car, R.; Parrinello, M. Phys. Rev. Lett. 1985, 55, 2471
53. Sadewasser, S.; Lux-Steiner, M. Phys. Rev. Lett. 2003, 91, 266101
54. Zerweck, U.; Loppacher, C.; Otto, T.; Grafström, S.; Eng, L. Nanotechnology 2007, 18 084006
55. Hooks, D.; Fritz, T.; Ward, M. Adv. Mater. 2001, 13, 227-241
56. Reyes-Martinez, R.; Höpfl, H.; Godoy-Alcantar, C.; Medrano, F.; Tlahuext, H. CrystEngComm 2009, 11, 2417
57. Steiner, T. Angew. Chem., Int. Ed. 2002, 41, 48-76
58. Klappenberger, F.; Canas-Ventura, M.; Clair, S.; Pons, S.; Schlickum, U.; Qu, Z.-R.; Brune, H.; Kern, K.; Strunskus, T.; Wöll, C.; Comisso, A.; Vita, A. D.; Ruben, M.; Barth, J. ChemPhysChem 2007, 8, 1782-1786
59. Abel, M.; Oison, V.; Koudia, M.; Porte, L. Phys. Rev. B 2008, 77 085410