Steroid-bridged thiophenes: Synthesis and self-organization at the solid/liquid interface

Chemistry - A European Journal

Volumn 5, Issue 1, 1999, Pages 96-101

  Vollmer, Martin S ^a   Effenberger, Franz ^a   Stecher, Ralf ^a   Gompf, Bruno ^a   Eisenmenger, Wolfgang ^a  

^a UNIVERSITY OF STUTTGART   (Germany)

Author keywords

Monolayers; Oligothiophenes; Scanning tunneling microscopy; Self assembly; Steroids

Indexed keywords

17 [(2,2' BITHIENYL 5 YL)METHYLIDENE] 3 (2 THIENYL) 5ALPHA ANDROST 2 ENE; 17 [(5' FORMYL 2,2' BITHIENYL 5 YL)METHYLIDENE] 3 (2 THIENYL) 5ALPHA ANDROST 2 ENE; 17 [(5' FORMYL 2,2' BITHIENYL 5 YL)METHYLIDENE] 3 (5 FORMYL 2 THIENYL) 5ALPHA ANDROST 2 ENE; ANDROSTANE DERIVATIVE; EPIANDROSTANE; FORMIC ACID DERIVATIVE; FORMYL GROUP; GRAPHITE; STEROID; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BINDING; LIQUID; MOLECULAR INTERACTION; SCANNING TUNNELING MICROSCOPY; SOLID; SYNTHESIS;

EID: 0032948841     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3765(19990104)5:1<96::AID-CHEM96>3.0.CO;2-9     Document Type: Article

References (47)

1. J.-M. Lehn, Supramolecular Chemistry, VCH, Weinheim, 1995.
2. a) D. Philp, J. F. Stoddart, Angew. Chem. 1996, 108, 1242-1286; Angew. Chem. Int. Ed. Engl. 1996, 35, 1154-1196;
3. a) D. Philp, J. F. Stoddart, Angew. Chem. 1996, 108, 1242-1286; Angew. Chem. Int. Ed. Engl. 1996, 35, 1154-1196;
4. b) G. M. White-sides, J. P. Mathias, C. T. Seto, Science 1991, 254, 1312-1319.
5. A. Ulman, An Introduction to Ultrathin Organic Films, Academic Press, London, 1991.
6. G. A. Ozin, Adv. Mater. 1992, 4, 612-649.
7. J. P. Rabe, S. Buchholz, Science 1991, 253, 424-427.
8. a) A. Kumar, N. L. Abbott, E. Kim, H. A. Biebuyck, G. M. White-sides, Acc. Chem. Res. 1995, 28, 219-226;
9. b) C. D. Bain, S. D. Evans, Chem. Br. 1995, 31, 46-48;
10. c) H. Schönherr, F. J. B. Kremer, S. Kumar, J. A. Rego, H. Wolf, H. Ringsdorf, M. Jaschke, H.-J. Butt, E. Bamberg, J. Am. Chem. Soc. 1996, 118, 13051-13057.
11. S. R. Forrest, Chem. Rev. 1997, 97, 1793-1896.
12. a) C. Ludwig, B. Gompf, W. Glatz, J. Petersen, W. Eisenmenger, M. Möbus, U. Zimmermann, N. Karl, Z. Phys. B 1992,86, 397-404;
13. b) E. Umbach, C. Seidel, J. Taborski, R. Li, A. Soukopp, Phys. Stat. Sol. B 1995, 192, 389-406.
14. J. P. Rabe, in Introduction to Molecular Electronics (Eds.: M. C. Petty, M. R. Bryce, D. Bloor), Edward Arnold, London, 1995, pp. 261-278, and references therein.
15. P. C. M. Grim, S. De Feyter, A. Gesquière, P. Vanoppen, M. Rücker, S. Valiyaveettil, G. Moessner, K. Müllen, F. C. De Schryver, Angew. Chem. 1997, 109, 2713-2715; Angew. Chem. Int. Ed. Engl. 1997, 36, 2601-2603.
16. P. C. M. Grim, S. De Feyter, A. Gesquière, P. Vanoppen, M. Rücker, S. Valiyaveettil, G. Moessner, K. Müllen, F. C. De Schryver, Angew. Chem. 1997, 109, 2713-2715; Angew. Chem. Int. Ed. Engl. 1997, 36, 2601-2603.
17. a) J. P. Rabe, S. Buchholz, L. Askadskaya, Synth. Met. 1993, 54, 339-349;
18. b) R. Heinz, A. Stabel, J. P. Rabe, G. Wegner, F. C. De Schryver, D. Corens, W. Dehaen, C. Süling, Angew. Chem. 1994, 106, 2154-2157; Angew. Chem. Int. Ed. Engl. 1994, 33, 2080-2083;
19. b) R. Heinz, A. Stabel, J. P. Rabe, G. Wegner, F. C. De Schryver, D. Corens, W. Dehaen, C. Süling, Angew. Chem. 1994, 106, 2154- 2157; Angew. Chem. Int. Ed. Engl. 1994, 33, 2080-2083;
20. c) A. Stabel, P. Herwig, K. Müllen, J. P. Rabe, Angew. Chem. 1995, 107, 1768-1770; Angew. Chem. Int. Ed. Engl. 1995, 34, 1609-1611;
21. c) A. Stabel, P. Herwig, K. Müllen, J. P. Rabe, Angew. Chem. 1995, 107, 1768-1770; Angew. Chem. Int. Ed. Engl. 1995, 34, 1609-1611;
22. d) J. van Esch, S. De Feyter, R. M. Kellogg, F. De Schryver, B. L. Feringa, Chem. Eur. J. 1997, 3, 1238-1243.
23. K. Eichhorst-Gerner, A. Stabel, G. Moessner, D. Declerq, S. Valiyaveettil, V. Enkelmann, K. Müllen, J. P. Rabe, Angew. Chem. 1996, 108, 1599-1602; Angew. Chem. Int. Ed. Engl. 1996, 35, 1492- 1495.
24. K. Eichhorst-Gerner, A. Stabel, G. Moessner, D. Declerq, S. Valiyaveettil, V. Enkelmann, K. Müllen, J. P. Rabe, Angew. Chem. 1996, 108, 1599-1602; Angew. Chem. Int. Ed. Engl. 1996, 35, 1492-1495.
25. P. Vanoppen, P. C. M. Grim, M. Rücker, S. De Feyter, G. Moessner, S. Valiyaveettil, K. Müllen, F. C. De Schryver, J. Phys. Chem. 1996, 100, 19636-19641.
26. a) F. Stevens, D. J. Dyer, U. Müller, D. M. Walba, Langmuir 1996, 12, 5625-5629;
27. b) D. M. Walba, F. Stevens, Acc. Chem. Res. 1996, 29, 591-597.
28. a) M. Hibino, A. Sumi, I. Hatta, Jpn. J. Appl. Phys. 1995, 34, 3354-3359;
29. b) K. Yoshimura, H. Arakawa, A. Ikai, Jpn. J. Appl. Phys. 1995, 34, 3368-3372.
30. a) J. M. Tour, Chem. Rev. 1996, 96, 537-553;
31. b) F. Garnier, A. Yassar, R. Hajlaoui, G. Horowitz, F. Deloffre, B. Servet, S. Ries, P. Alnot, J. Am. Chem. Soc. 1993, 115, 8716-8721;
32. c) P. Ostoja, S. Guerri, S. Rossini, M. Servidori, C. Taliani, R. Zamboni, Synth. Met. 1993, 54, 447-452.
33. H. Müller, J. Petersen, R. Strohmaier, B. Gompf, W. Eisenmenger, M. S. Vollmer, F. Effenberger, Adv. Mater. 1996, 8, 733-737.
34. a) A. Stabel, J. P. Rabe, Synth. Met. 1994, 67, 47-53;
35. b) A. Stabel, R. Heinz, F. C. De Schryver, J. P. Rabe, J. Phys. Chem. 1995, 99, 505-507;
36. c) P. Bàuerle, T. Fischer, B. Bidlingmaier, A. Stabel, J. P. Rabe, Angew. Chem. 1995, 107, 335-339; Angew. Chem. Int. Ed. Engl. 1995, 34, 303-307.
37. c) P. Bàuerle, T. Fischer, B. Bidlingmaier, A. Stabel, J. P. Rabe, Angew. Chem. 1995, 107, 335-339; Angew. Chem. Int. Ed. Engl. 1995, 34, 303-307.
38. b) M. S. Vollmer, F. Würthner, F. Effenberger, P. Emele, D. U. Meyer, T. Stümpfig, H. Port, H. C. Wolf, Chem. Eur. J. 1998, 4, 260-269.
39. b) M. S. Vollmer, F. Würthner, F. Effenberger, P. Emele, D. U. Meyer, T. Stümpfig, H. Port, H. C. Wolf, Chem. Eur. J. 1998, 4, 260-269.
40. M. S. Vollmer, F. Effenberger, T. Stümpfig, A. Hartschuh, H. Port, H. C. Wolf, J. Org. Chem. 1998, 63, 5080-5087.
41. A. Marquet, H. B. Kagan, M. Dvolaitzky, J. Lematre, J. Jacques, Bull. Soc. Chim. Fr. 1960, 539-547.
42. R. E. Atkinson, P. R. H. Speakman, J. Chem. Soc. B 1971, 2077-2081.
43. N. Elbel, W. Roth, E. Günther, H. von Seggern, Surf. Sci. 1994, 303, 424-432.
44. C. Ludwig, B. Gompf, J. Petersen, R. Strohmaier, W. Eisenmenger, Z. Phys. B 1994, 93, 365-373.
45. R. Strohmaier, C. Ludwig, J. Petersen, B. Gompf, W. Eisenmenger, Surf Sci. 1996, 357, 292-302.
46. T. Takami, H. Ozaki, M. Kasuga, T. Tsuchiya, Y. Mazaki, D. Fukushi, A. Ogawa, M. Uda, M. Aono, Angew. Chem. 1997, 109, 2909-2912;
47. T. Takami, H. Ozaki, M. Kasuga, T. Tsuchiya, Y. Mazaki, D. Fukushi, A. Ogawa, M. Uda, M. Aono, Angew. Chem. 1997, 109, 2909-2912; Angew. Chem. Int. Ed. Engl. 1997, 36, 2755-2757. Angew. Chem. Int. Ed. Engl. 1997, 36, 2755-2757.