Template effects in the formation of [2]pseudo-rotaxanes containing diazapyrenium units

Journal of Organic Chemistry

Volumn 72, Issue 4, 2007, Pages 1503-1506

  Doddi, Giancarlo ^a   Ercolani, Gianfranco ^b   Mencarelli, Paolo ^a   Papa, Giuseppe ^a  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

^b UNIVERSITY OF ROME TOR VERGATA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC CYCLES; DIAZAPYRENIUM UNITS; RING CLOSURE REACTION;

REACTION KINETICS;

AROMATIC COMPOUNDS;

CYCLOBIS(PARAQUAT 4 PHENYLENE); PARAQUAT; PSEUDOROTAXANE DERIVATIVE; ROTAXANE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; QUANTITATIVE ANALYSIS; RING CLOSING METATHESIS;

EID: 33846950081     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo062115c     Document Type: Article

References (32)

1. For general reviews on template effects, see: (a) Anderson, S.; Anderson, H.; Sanders, J. K. Acc. Chem. Res. 1993, 26, 469-475.
2. (b) Hoss, R.; Vögtle, F. Angew. Chem., Int. Ed. Engl. 1994, 33, 375-384.
3. (c) Busch, D. H.; Vance, A. L.; Kolchinski A. G. In Comprehensive Supramolecular Chemistry, Vol. 9; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vogtle, F., Sauvage, J.-P. Hosseini, M. W., Eds.; Pergamon: Oxford, 1996; Ch. 1.
4. (d) Gerbeleu, N. V.; Arion, V. B.; Burgess, J. Template Synthesis of Macrocyclic Compounds; Wiley-VCH: Weinheim, 1999.
5. (e) Templated Organic Synthesis; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany, 2000.
6. (a) Vitali, C. A.; Masci, B. Tetrahedron 1989, 45, 2213-2222.
7. (b) Mandolini, L.; Masci, B. J. Am. Chem. Soc. 1984, 106, 168-174.
8. (c) Ercolani, G.; Mandolini, L.; Masci, B. J. Am. Chem. Soc. 1983, 105, 6146-6149.
9. (d) Illuminati, G.; Mandolini, L.; Masci, B. J. Am. Chem. Soc. 1983, 105, 555-563.
10. (e) Ercolani, G.; Mandolini, L.; Masci, B. J. Am. Chem. Soc. 1981, 103, 2780-2782.
11. (f) Mandolini, L.; Masci, B. J. Am. Chem. Soc. 1977, 99, 7709.
12. (a) Capobianchi, S.; Doddi, G.; Ercolani, G.; Keyes, J. W.; Mencarelli, P. J. Org. Chem. 1997, 62, 7015-7017.
13. (b) Capobianchi, S.; Doddi, G.; Ercolani, G.; Mencarelli, P. J. Org. Chem. 1998, 63, 8088-8089.
14. (c) D'Acerno, C.; Doddi, G.; Ercolani, G.; Mencarelli, P. Chem. - Eur. J. 2000, 6, 3540-3546.
15. (d) Doddi, G.; Ercolani, G.; Franconeri, S.; Mencarelli, P. J. Org. Chem. 2001, 66, 4950-4953.
16. (e) D'Acerno, C.; Doddi, G.; Ercolani, G.; Franconeri, S.; Mencarelli, P.; Piermattei, A. J. Org. Chem. 2004, 69, 1393-1396.
17. (f) Doddi, G.; Ercolani, G.; Mencarelli, P.; Piermattei, A. J. Org. Chem. 2005, 70, 3761-3764.
18. (a) Amabilino, D.; Stoddart, J. F. Chem. Rev. 1995, 95, 2725-2828.
19. (b) Philp, D.; Stoddart, J. F. Angew. Chem., Int. Ed. Engl. 1996, 35, 1154-1196.
20. (c) Amabilino, D. B.; Raymo, F. M.; Stoddart, J. F. In Comprehensive Supramolecular Chemistry, Vol. 9; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Sauvage, J.-P., Hosseini, M. W., Eds.; Pergamon: Oxford, 1996; Ch. 3.
21. (d) Raymo, F. M.; Stoddart, J. F. Chem. Rev. 1999, 99, 1643-1663.
22. (e) Collier, C. P.; Mattersteig, G.; Wong, E. W.; Luo, Y.; Sampaio, J.; Raymo, F. M.; Stoddart, J. F.; Heath, J. R. Science 2000, 289, 1172-1175.
23. (f) Pease, A. R.; Jeppesen, J. O.; Stoddart, J. F.; Luo, Y.; Collier, C. P.; Heath, J. R. Acc. Chem. Res. 2001, 34, 433-444.
24. (g) Vignon, S. A.; Stoddart, J. F. Collect. Czech. Chem. Commun. 2005, 70, 1493-1576.
25. (h) Arico, F.; Badjic, J. D., Cantrill, S. J.; Stuart, J.; Flood, A. H.; Leung, K. C.-F.; Liu, Y.; Stoddart, J. F. Top. Curr. Chem. 2005, 249, 203-259.
26. Ashton, P. R.; Boyd, S. E.; Brindle, A.; Langford, S. J.; Menzer, S.; Pérez-Garcia, L.; Preexe, J. A.; Raymo, F. M.; Spencer, N.; Stoddart, J. F.; White, A. J. P.; Williams, D. J. New J. Chem. 1999, 23, 587-602.
27. Cacciapaglia, R.; Mandolini, L. Chem. Soc. Rev. 1993, 22, 221-231.
28. Kraut, J. Science 1988, 242, 533-540.
29. Sotiriou-Leventis, C.; Mao, Z. J. Heterocyclic Chem. 2000, 37, 1665-1667.
30. Anelli, P. L.; Ashton, P. R.; Ballardini, R.; Balzani, V.; Delgado, M.; Gandolfi, M. T.; Goodnow, T. T.; Kaiser, A. E.; Philp, D.; Pietraszkiewicz, M.; Prodi, L.; Reddington, M. V.; Slawin, A. M. Z.; Spencer, N.; Stoddart, J. F.; Vicent, C.; Williams, D. J. J. Am. Chem. Soc. 1992, 114, 193-218.
31. Brown, C. L.; Philp, D.; Spencer, N.; Stoddart, J. F. Isr. J. Chem. 1992, 32, 61-67.
32. Geuder, W.; Hünig, S.; Suchy, A. Tetrahedron 1986, 42, 1665-1677.