An acid-base controlled molecular switch. syn-anti conformational switching in a μ-oxo bis(iron porphyrin)

Chemistry Letters

Volumn 32, Issue 5, 2003, Pages 428-429

  Hembury, Guy A ^a   Borovkov, Victor V ^a   Lintuluoto, Juha M ^b   Inoue, Yoshihisa ^a  

^a JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^b KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACID; BASE; MU OXOBIS(IRON PORPHYRIN); OXYGEN; PORPHYRIN DERIVATIVE; UNCLASSIFIED DRUG;

ACIDITY; ARTICLE; ATOM; CONFORMATION;

EID: 0042266281     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2003.428     Document Type: Article

References (26)

1. See special issue Acc. Chem. Res., 34, 409 (2001).
2. a) R.-H. Jin, Chem. Commun., 2002, 198.
3. b) M. Yamada, A. Kuzume, M. Kurihara, K. Kubo, and H. Nishihara, Chem. Commun., 2001, 2476.
4. K. Ogawa, T. Zhang, K. Yoshihara, and Y. Kobuke, J. Am. Chem. Soc., 124, 22 (2002).
5. G. A. Mines, B.-C. Tzeng, K. J. Stevenson, J. Li, and J. T. Hupp, Angew. Chem., Int. Ed., 41, 154 (2002).
6. a) V. V. Borovkov, T. Harada, Y. Inoue, and R. Kuroda, Angew. Chem., Int. Ed., 41, 1378 (2002).
7. b) V. V. Borovkov, J. M. Lintuluoto, and Y. Inoue, J. Am. Chem. Soc., 123, 2979 (2001).
8. c) A. Sugasaki, K. Sugiyasu, M. Ikeda, M. Takeuchi, and S. Shinkai, J. Am. Chem. Soc., 123, 10239 (2001).
9. P. R. Oritz de Montellano, K. L. Kunze, and O. Augusto, J. Am. Chem. Soc., 104, 1147 (1982).
10. Cytochrome P-450: "Structure, Mechanism and Biochemistry," 2nd ed., ed. by P. R. Oritz de Montellano, Plenum Press, New York (1995).
11. a) D. Ricard, M. L Her, P. Richard, and B. Boitrel, Chem. - Eur. J., 7, 3291 (2001).
12. b) M. Matsu-ura, T. Fumito, S. Nakayama, N. Nakamura, and Y. Naruta, Angew. Chem., Int. Ed., 39, 1989 (2000).
13. a) P. J. F. de Rege, S. A. Williams, and M. J. Therien, Science, 269, 1409 (1995).
14. b) M. R. Wasielewski, Chem. Rev., 92, 436 (1992).
15. a) A. Maldotti, L. Andreotti, A. Molinari, S. Borisov, and V. Vasil'ev, Chem. - Eur. J., 7, 3564 (2001).
16. b) L. Weber, G. Haufe, D. Rehorek, and H. Hennig, Chem. Commun., 1991, 502.
17. P. E. Ellis Jr. and J. E. Lyons, Coord. Chem. Rev., 105, 181 (1990).
18. M. Kimura, T. Kitamura, M. Sano, T. Muto, K. Hanabusa, H. Shirai, and T. Kobayashi, New J. Chem., 24, 113 (2000).
19. V. Borovkov, J. M. Lintuluoto, and Y. Inoue, Helv. Chim. Acta, 82, 919 (1999)
20. "Porphyrins and Metalloporphyrins," ed. by K. M. Smith, Elsevier, Amsterdam (1975), p 290.
21. M. Kasha, H. R. Rawls, and W. A. El-Bayoumi, Pure Appl. Chem., 11, 371 (1965).
22. V. V. Borovkov, J. M. Lintuluoto, and Y. Inoue, Org. Lett., 4, 169 (2002).
23. 2 is blue-shifted in comparison to Fe(OEP)F due to the face-to-face spatial orientation. See Ref 14, p 188.
24. a) S. Knapp, J. Vasudevan, T. J. Emge, B. H. Arison, J. A. Potenza, and H. J. Schugar, Angew. Chem., Int. Ed., 37, 2368 (1998).
25. b) D. A. Arnold, G. A. Heath, and D. A. James, New J. Chem., 1998, 1377.
26. V. V. Borovkov, J. M. Lintuluoto, and Y. Inoue, J. Phys. Chem. B, 103, 5151 (1999).