Hierarchical Porphyrin Self-Assembly in Aqueous Solution

Journal of the American Chemical Society

Volumn 126, Issue 19, 2004, Pages 5934-5935

  De Napoli, Massimo ^a   Nardis, Sara ^b   Paolesse, Roberto ^b   Vicente, M Graça H ^c   Lauceri, Rosaria ^d   Purrello, Roberto ^a  

^a UNIVERSITY OF CATANIA   (Italy)

^b UNIVERSITY OF ROME TOR VERGATA   (Italy)

^c LOUISIANA STATE UNIVERSITY   (United States)

^d CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

PORPHYRIN; TETRAKIS(4 SULFOPHENYL)PORPHINE;

AQUEOUS SOLUTION; ARTICLE; PH; PROTON TRANSPORT; SUPRAMOLECULAR CHEMISTRY; SYNTHESIS;

EID: 2442584691     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0494757     Document Type: Article

References (24)

1. (a) Lehn, J.-M. In Supramolecular Chemistry Concepts and Perspective; VCH: Weinheim, Germany, 1995.
2. (b) Elemans, J. A. A. E.; Rowan, A. E.; Nolte, R. J. M. J. Mater. Chem. 2003, 13, 2661-2670.
3. (a) Wong, G. C. L.; Tang, J. X.; Lin, A.; Li, Y.; Janmey, P. A.; Safinya, C. R. Science 2000, 288, 2035-2039.
4. (b) Prins, L. J.; Verhage, J. J.; de Jong, F.; Timmerman, P.; Reinhoudt, D. N. Chem.-Eur. J. 2002, 8, 2302-2313.
5. (c) Petitjean, A.; Cuccia, L. A.; Lehn, J.-M.; Nierengarten, H.; Schumtz, M. Angew. Chem., Int. Ed. 2002, 41, 1195-1198.
6. (d) Velonia, K.; Rowan, A. E.; Nolte, R. J. M. J. Am. Chem. Soc. 2002, 124, 4224-4225.
7. (e) Brunsveld, L.; Vekemans, J. A. S. M.; Hirschberg, J. H. K. K.; Sijbesma, R. P.; Meijer, E. W. Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 4977-4982.
8. (f) Fenniri, H.; Deng, B.-L.; Ribbe, A. E.; Hallenga, K.; Jacob, J.; Thiyagarajan, P. Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 6487-6492.
9. (a) Kadish, K. M.; Maiya, G. B.; Araullo, C.; Guilard, R. Inorg. Chem. 1989, 28, 2725-2731.
10. (b) Maiti, N. C.; Mazumdar, S.; Periasamy, N. J. Phys. Chem. B 1998, 102, 1528-1538.
11. (c) Kano, K.; Fukuda, K.; Wakami, H.; Nishiyabu, R.; Pasternack, R. F. J. Am Chem. Soc. 2000,122, 7494-7502.
12. (d) Koti, A. S. R.; Periasamy, N. Chem. Mater. 2003, 15, 369-371.
13. (e) Screen, T. E. O.; Thorne, J. R. G.; Denning, R. G.; Bucknall, D. G.; Anderson, H. L. J. Mater. Chem. 2003, 13, 2796-2808.
14. (a) Biemans, H. A. M.; Rowan, A. E.; Verhoeven, A.; Vanoppen, P.; Latterini, L.; Foekema, J.; Schenning, A. P. H. J.; Meijer, E. W.; De Schryver, F. C.; Nolte, R. J. M. J. Am. Chem. Soc. 1998, 120, 11054-11060.
15. (b) Drain, C. M.; Batteas, J. D.; Flynn, G. W.; Milic, T.; Chi, N.; Yblon, D. G.; Sommers, H. Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 6498-6502.
16. (c) Lauceri, R.; Raudino, A.; Monsù Scolaro, L.; Micali, N.; Purrello, R. J. Am. Chem. Soc. 2002, 124, 894-895.
17. 2-TPPP in a total 15% yield.
18. (a) Lauceri, R.; Gurrieri, S.; Bellacchio, E.; Contino, A.; Monsù Scolaro, L.; Romeo, A.; Toscano, A.; Purrello, R. Supramol. Chem. 2000, 12, 193-202.
19. (b) Ribò, J. M.; Crusats, J.; Sagues, F.; Claret, J.; Rubires, R. Science 2001, 292, 2063-2066.
20. (c) Crusats, J.; Claret, J.; Diez-Perez, I.; El-Hachemi, Z.; Garcia-Ortega, H.; Rubires, R.; Sagues, F.; Ribo, J. M. Chem. Commun. 2003, 13, 1588-1589.
21. (d) Schwab, A. D.; Smith, D. E.; Rich, C. S.; Young, E. R.; Smith, W. F. ; De Paula, J. C. J. Phys. Chem. B 2003, 107, 11339-11345.
22. 2TPyP have only one "useful" protonation step.
23. The "lack" of the Soret band of the protonated form can be attributed to two different phenomena: (i) a strong hypochromicity related to aggregation or (ii) the shift of the nitrogen protonation to very low pH. We are currently investigating the system to clarify this point.
24. 2+ ions. This mechanism would also explain the lack of sensitivity observed for the other system in which porphyrins are already aggregated.