β,β′-Linked cofacial bis-porphyrins

Tetrahedron Letters

Volumn 47, Issue 4, 2006, Pages 501-504

  Jiao, Lijuan ^a   Courtney, Brandy H ^a   Fronczek, Frank R ^a   Smith, Kevin M ^a  

^a LOUISIANA STATE UNIVERSITY   (United States)

Author keywords

Cofacial bis porphyrins; Copper(II) porphyrins; Methylenecycloalkenes; Methylenepropanoporphyrins; Porphyrin photo oxygenation

Indexed keywords

CARBENE; COPPER DERIVATIVE; PORPHYRIN DERIVATIVE;

ARTICLE; CRYSTAL STRUCTURE; OXYGENATION; PHOTOREACTIVITY; X RAY CRYSTALLOGRAPHY;

EID: 29144480511     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.11.065     Document Type: Article

References (29)

1. A.K. Burrell, D.L. Officer, P.G. Plieger, and D.C.W. Reid Chem. Rev. 101 2001 2751
2. P.D. Harvey K.M. Kadish K.M. Smith R. Guilard The Porphyrin Handbook Vol. 18 2003 Academic Press San Diego CA 63 250
3. M.G.H. Vicente, L. Jaquinod, and K.M. Smith Chem. Commun. 1999 1771
4. Recent example: Y. Kuramochi, A. Satake, and Y. Kobuke J. Am. Chem. Soc. 126 2004 8668
5. Recent examples: S. Faure, C. Stern, R. Guilard, and P.D. Harvey J. Am. Chem. Soc. 126 2004 1253
6. Recent examples: C.J. Chang, Z.-H. Loh, C. Shi, F.C. Anson, and D.G. Nocera J. Am. Chem. Soc. 126 2004 10013
7. J.P. Collman, P.S. Wagenknecht, and J.E. Hutchison Angew. Chem., Int. Ed. Engl. 33 1994 1537
8. T.E. Clement, D.J. Nurco, and K.M. Smith Inorg. Chem. 37 1998 1150
9. R.W. Wagner, T.E. Johnson, and J.S. Lindsey J. Am. Chem. Soc. 118 1996 11166
10. H.L. Anderson Inorg. Chem. 33 1994 972
11. V.S.-Y. Lin, and M.J. Therien Chem. Eur. J. 1 1995 645
12. H.L. Anderson, S.J. Martin, and D.D.C. Vradley Angew. Chem., Int. Ed. Engl. 33 1994 655
13. G.S. Wilson, and H.L. Anderson Chem. Commun. 1999 1539
14. J.K.M. Sanders K.M. Kadish K.M. Smith R. Guilard The Porphyrin Handbook Vol. 3 2000 Academic Press San Diego, CA 347 368
15. R.J. Cvetanovic, and D.L. Singleton Rev. Chem. Intermed. 5 1984 183
16. J.J. Havel J. Org. Chem. 43 1978 762
17. D.D. Tanner, P. Kandanarachchi, N.C. Das, M. Brausen, C.T. Vo, D.M. Camaioni, and J.A. Franz J. Org. Chem. 63 1998 4587
18. E. Zadok, S. Rubinraut, and Y. Mazur J. Org. Chem. 52 1987 385
19. H.J.H. Wang, L. Jaquinod, D.J. Nurco, M.G.H. Vicente, and K.M. Smith Chem. Commun. 2001 2646
20. 2 (log ε) 414 nm (5.64), 536 (4.27), 568 (3.49).
21. 2 (log ε) 411 nm (5.51), 540 (4.36).
22. 4O (M+H): calcd m/z for 742.2; found 742.5.
23. N. Chronakis, G.C. Vougioukalakis, and M. Orfanopoulos Org. Lett. 4 2002 945
24. N. Saracoglu, O. Talaz, A. Azizoglu, W.H. Watson, and M. Balci J. Org. Chem. 70 2005 5403
25. +): calcd m/z for 1502.3553; found 1502.1324. The crystal of 7 (Fig. 2) was grown by slow diffusion of hexane into dichloromethane solution.
26. 2 (log ε) 410 nm (5.04).
27. S.H. Selman, J.A. Hampton, A.R. Morgan, R.W. Keck, A.D. Balkany, and D. Skalkos Photochem. Photobiol. 57 1993 681
28. J.A. Hampton, D. Skalkos, P.M. Taylor, and S.H. Selman Photochem. Photobiol. 58 1993 100
29. V. Chandrasekhar, S. Nagendran, R. Azhakar, M.R. Kumar, A. Srinivasan, K. Ray, T.K. Chandrashekar, C. Madhavaiah, S. Verma, U.D. Priyakumar, and G.N. Sastry J. Am. Chem. Soc. 127 2005 2410