Folding and hydrodynamic forces in J-aggregates of 5-phenyl-10,15,20-tris- (4-sulfophenyl)porphyrin

Angewandte Chemie - International Edition

Volumn 45, Issue 47, 2006, Pages 8032-8035

  Escudero, Carlos ^a   Crusats, Joaquim ^a   Díez Pérez, Ismael ^a   El Hachemi, Zoubir ^a   Ribó, Josep M ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

Author keywords

Aggregation; Chirality; Foldamers; Helical structures; Porphyrinoids

Indexed keywords

AGGLOMERATION; BROWNIAN MOVEMENT; HYDRODYNAMICS;

FOLDAMERS; HELICAL STRUCTURES; PORPHYRINOIDS;

PORPHYRINS;

EID: 33845480078     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200603182     Document Type: Article

References (32)

1. a) O. Ohno, Y. Kaizu, H. Kobayashi, J. Chem. Phys. 1993, 99, 4128-4139;
2. b) J. M. Ribo, J. Crusats, F. Sagues, J. M. Claret, R. Rubires, Science 2001, 292, 2063-2066;
3. c) R. Rubires, J.-A. Farrera, J. M. Ribo, Chem. Eur. J. 2001, 7, 436-446;
4. d) J. Crusats, J. Claret, I. Diéz-Pérez, Z. El-Hachemi, H. García-Ortega, R. Rubires, F. Sagues, J. M. Ribó, Chem. Commun. 2003, 1588-1589.
5. T. Yamaguchi, T. Kimura, H. Matsuda, T. Aida, Angew. Chem. 2004, 116, 6510-6515;
6. Angew. Chem. Int. Ed. 2004, 43, 6350-6355.
7. a) R. F. Pasternack, P. R. Huber, P. Boyd, G. Engasser, L. Francesconi, E. Gibbs, P. Fasella, G. C. Venturo, L. de C. Hinds, J. Am. Chem. Soc. 1972, 94, 4511-4517;
8. b) T. P. G. Sutler, R. Rahimi, P. Hambright, J. C. Bommer, M. Kumar, P. Neta, J. Chem. Soc. Faraday Trans. 1993, 89, 495-502;
9. c) J. M. Ribó, J. Crusats, J.-A. Farrera, M. L. Valero, J. Chem. Soc. Chem. Commun. 1994, 681-682;
10. d) D. L. Akins, H.-R. Zhu, C. Guo, J. Phys. Chem. 1994, 95, 3612-3618;
11. e) N. C. Maiti, M. Ravikanth, S. Mazumdar, N. Periasamy, J. Phys. Chem. 1995, 99, 17192-17197;
12. f) R. Rubires, J. Crusats, Z. El-Hachemi, T. Jaramillo, M. López, E. Valls, J. A. Farrera, J. M. Ribó, New J. Chem. 1999, 23, 189-198;
13. g) N. Micali, F. Mallamace, A. Romeo, R. Purrello, L. Monsu Scolaro, J. Phys. Chem. B 2000, 104, 5897-5904;
14. h) N. Micali, A. Romeo, R. Lauceri, R. Purrello, F. Mallamace, L. Monsu Scolaro, J. Phys. Chem. B 2000, 104, 9416-9420;
15. i) M. A. Castriciano, A. Romeo, V. Villari, N. Micali, L. Monsu Scolaro, J. Phys. Chem. B 2003, 107, 8765-8771;
16. j) L. Zhang, J. Yuan, M. Liu, J. Phys. Chem. B 2003, 107, 12768-12773;
17. k) R. Lauceri, M. De Napoli, A. Mammama, S. Nardi, A. Romeo, R. Purello, Synth. Met. 2004, 147, 49-55;
18. l) S. Jiang, M. Liu, J. Phys. Chem. B 2004, 108, 2880-2884;
19. m) M. A. Castriciano, A. Romeo, V. Villari, N. Micali, L. Monsu Scolaro, J. Phys. Chem. B 2004, 108, 9054-9059;
20. n) C. Escudero, Z. El-Hachemi, J. Crusats, J. M. Ribó, J. Porphyrins Phthalocyanines 2006, 9, 852-863;
21. o) N. Micali, V. Villari, M. A. Castriciano, A. Romeo, L. Monsu Scolaro, J. Phys. Chem. B 2006, 110, 8289-8295.
22. Statistical AFM counting of the folding signs of the deposited particles is not possible due to the microscale of the AFM technique. The sign of the enantiomeric excess was indirectly detected by CD spectroscopy.
23. [1d] on the J-aggregates obtained from the sodium salts show similar types of particles, but with different and nonconstant thickness (3 and 15 nm, with steps of 1.5 nm). This points to a bilayer structure for the J-aggregates obtained here and to a multilayered structure in the case of acidified solutions of the sodium salts, due to different ionic strengths and ion-pairing effects.
24. Y. Snir, R. D. Kamien, Science 2005, 307, 1067.
25. a) N. Kikuchi, A. Gent, J. M. Yeomans, Eur. Phys. J. E 2002, 9, 63-66;
26. b) H. Tanaka, J. Phys. Condens. Matter 2005, 17, S2795-S2803.
27. D. W. Howard, E. N. Lightfoot, J. O. Hirschfelder, AIChE J. 1976, 22, 794-798.
28. M. Makino, M. Doi, Phys. Fluids 2005, 17, 103605.
29. E. Ruch, Angew. Chem. 1977, 89, 67-75;
30. Angew. Chem. Int. Ed. Eng. 1977, 16, 65-72.
31. T. S. Balaban, Acc. Chem. Res. 2005, 38, 612-623.
32. C. Papaseit, N. Pochon, J. Tabony, Proc. Natl. Acad. Sci. USA 2000, 97, 8364-8368.