Synthesis of N,N'-etheno-bridged porphycene hydroperchlorates

Tetrahedron Letters

Volumn 38, Issue 14, 1997, Pages 2513-2516

  Setsune, Jun Ichiro ^a   Hazama, Keisuke ^a  

^a Kobe University   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

PORPHYRIN DERIVATIVE;

ARTICLE; CYCLIC POTENTIOMETRY; DRUG SYNTHESIS; ELECTROCHEMISTRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS;

EID: 0031003022     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00381-X     Document Type: Article

References (22)

1. Wasielewski, M.R. Chem. Rev. 1992, 92, 435-461. Kalyanasundaram, K. Photochemistry of polypyridine and porphyrin complexes, 1992, Academic Press, London.
2. Wasielewski, M.R. Chem. Rev. 1992, 92, 435-461. Kalyanasundaram, K. Photochemistry of polypyridine and porphyrin complexes, 1992, Academic Press, London.
3. Seth, J.; Palaniappan, V.; Johnson, T.E.; Prathapan, S.; Lindsey, J.S.; Bocian, D.F. J. Am. Chem. Soc., 1994, 116, 10578-10592. Crossley, M.J.; Govenlock, L.J.; Prashar, J.K. J. Chem. Soc., Chem. Commun., 1995, 2379-2380.
4. Seth, J.; Palaniappan, V.; Johnson, T.E.; Prathapan, S.; Lindsey, J.S.; Bocian, D.F. J. Am. Chem. Soc., 1994, 116, 10578-10592. Crossley, M.J.; Govenlock, L.J.; Prashar, J.K. J. Chem. Soc., Chem. Commun., 1995, 2379-2380.
5. Sessler, J.L.; Sansom, P.I.; Král, V.; O'Connor, D.; Iverson, B.L. J. Am. Chem. Soc., 1996, 118, 12322-12330. Iverson, B.L.; Shreder, K.; Král, V.; Smith, D.A.; Smith, J.; Sessler, J.L. Pure and Applied Chem. 1994, 66, 845-850. Vogel, E. J. Heterocyclic Chem. 1996, 33, 1461-1487. Vogel, E. Pure and Applied Chem. 1996, 68, 1355-1360.
6. Sessler, J.L.; Sansom, P.I.; Král, V.; O'Connor, D.; Iverson, B.L. J. Am. Chem. Soc., 1996, 118, 12322-12330. Iverson, B.L.; Shreder, K.; Král, V.; Smith, D.A.; Smith, J.; Sessler, J.L. Pure and Applied Chem. 1994, 66, 845-850. Vogel, E. J. Heterocyclic Chem. 1996, 33, 1461-1487. Vogel, E. Pure and Applied Chem. 1996, 68, 1355-1360.
7. Sessler, J.L.; Sansom, P.I.; Král, V.; O'Connor, D.; Iverson, B.L. J. Am. Chem. Soc., 1996, 118, 12322-12330. Iverson, B.L.; Shreder, K.; Král, V.; Smith, D.A.; Smith, J.; Sessler, J.L. Pure and Applied Chem. 1994, 66, 845-850. Vogel, E. J. Heterocyclic Chem. 1996, 33, 1461-1487. Vogel, E. Pure and Applied Chem. 1996, 68, 1355-1360.
8. Sessler, J.L.; Sansom, P.I.; Král, V.; O'Connor, D.; Iverson, B.L. J. Am. Chem. Soc., 1996, 118, 12322-12330. Iverson, B.L.; Shreder, K.; Král, V.; Smith, D.A.; Smith, J.; Sessler, J.L. Pure and Applied Chem. 1994, 66, 845-850. Vogel, E. J. Heterocyclic Chem. 1996, 33, 1461-1487. Vogel, E. Pure and Applied Chem. 1996, 68, 1355-1360.
9. Setsune, J.; Wada, K.; Higashino, H. Chem. Lett. 1994, 213-216. Setsune, J.; Yamamoto, M.; Wada, K. unpublished results.
10. Setsune, J.; Wada, K.; Higashino, H. Chem. Lett. 1994, 213-216. Setsune, J.; Yamamoto, M.; Wada, K. unpublished results.
11. Fuhrhop J.-H., Kadish K., Davis D.G. J. Am. Chem. Soc. 95:1973;5140-5147.
12. Gisselbrecht J.P., Gross M., Köcher M., Lausmann M., Vogel E. J. Am. Chem. Soc. 112:1990;8618-8620.
13. Bernard C., Gisselbrecht J.P., Gross M., Vogel E., Lausmann M. Inorg. Chem. 33:1994;2393-2401.
14. Setsune, J.; Ikeda, M.; Kishimoto, Y.; Kitao, T. J. Am. Chem. Soc., 1986, 108, 1309-1311; Setsune, J.; Ikeda, M.; Kishimoto, Y.; Ishimaru, Y.; Fukuhara, K.; Kitao, T. Organometallics, 1991, 10, 1099-1107.
15. Setsune, J.; Ikeda, M.; Kishimoto, Y.; Kitao, T. J. Am. Chem. Soc., 1986, 108, 1309-1311; Setsune, J.; Ikeda, M.; Kishimoto, Y.; Ishimaru, Y.; Fukuhara, K.; Kitao, T. Organometallics, 1991, 10, 1099-1107.
16. Ortiz de Montellano P.R., Mathews J.M., Langry K.C. Tetrahedron. 40:1984;511-519.
17. Lavallee, D.K. The Chemistry and Biochemistry of N-Substituted Porphyrins, 1987, VCH, Weinheim. H.J. Callot, R. Cromer, A. Louati, B. Metz and B. Chevrier, J. Am. Chem. Soc., 1987, 109, 2946-2955.
18. Lavallee, D.K. The Chemistry and Biochemistry of N-Substituted Porphyrins, 1987, VCH, Weinheim. H.J. Callot, R. Cromer, A. Louati, B. Metz and B. Chevrier, J. Am. Chem. Soc., 1987, 109, 2946-2955.
19. 2: C, 70.28; H, 6.66; N, 6.49. Found: C, 69.94; H, 6.50; N, 6.59.
20. 3) 9.57, 9.17 (dx2, 2Hx2, -CH=, J = 11.5 Hz); 9.31, 8.80 (sx2, 2Hx2, pyrrole-β-H); 5.60, 4.58 (brx2, 2Hx2, phenyl-m-H); 6.21 (t, 2H, phenyl-p-H) (other signals are not detected because of the overlapping with strong signals due to the major isomer).
21. Chang, C.K.; Morrison, I.; Wu, W.; Chern, S.-S.; Peng, S.-M. J. Chem. Soc., Chem. Commun., 1995, 1173-1174.
22. 2O: C, 70.86; H, 7.02; N, 6.61. Found: C, 70.97; H, 6.55; N, 6.66.