Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Synthesis of Porphyrins Bearing Multiple meso-Aminoalkyl Groups

  • Hong, Seong-Jin (Vascular System Research Center and Department of Chemistry, Kangwon National University) ;
  • Jeong, Seung-Doo (Vascular System Research Center and Department of Chemistry, Kangwon National University) ;
  • Lee, Chang-Hee (Vascular System Research Center and Department of Chemistry, Kangwon National University)
  • Published : 2008.03.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Lindsey, J. S. In The Porphyrin Handbook; Kadish, K. M.; Smith, K. M.; Guilard, R., Eds.; Academic Press: San Diego, CA, 2000; Vol. 1, pp 45-118
  2. Holten, D.; Bocian, D. F.; Lindsey, J. S. Acc. Chem. Res. 2002, 35, 57-69 https://doi.org/10.1021/ar970264z
  3. Nakano, A.; Osuka, A.; Yamazaki, I.; Yamazaki, T.; Nishimura, Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 3023-3027 https://doi.org/10.1002/(SICI)1521-3773(19981116)37:21<3023::AID-ANIE3023>3.0.CO;2-A
  4. Mongin, O.; Papamicael, C.; Hoyler, N.; Gossauer, A. J. Org. Chem. 1998, 63, 5568-5580 https://doi.org/10.1021/jo980846+
  5. Burrell, A. K.; Officer, D. L. Synlett 1998, 1297-1307
  6. Mak, C. C; Bampos, N.; Sanders, J. K. M. Angew. Chem., Int. Ed. Engl. 1998, 37, 3020-3023 https://doi.org/10.1002/(SICI)1521-3773(19981116)37:21<3020::AID-ANIE3020>3.0.CO;2-S
  7. Mak, C. C.; Pomeranc, D.; Montalti, M.; Prodi, L.; Sanders, J. K. M. Chem. Commun. 1999, 1083-1084
  8. Li, J.; Ambroise, A.; Yang, S. I.; Diers, J. R.; Seth, J.; Wack, C. R.; Bocian, D. F.; Holten, D.; Lindsey, J. S. J. Am. Chem. Soc. 1999, 121, 8927-8940 https://doi.org/10.1021/ja991730d
  9. Sugiura, K.; Tanaka, H.; Matsumoto, T.; Kawai, T.; Sakata, Y. Chem. Lett. 1999, 1193-1194
  10. Mongin, O.; Schuwey, A.; Vallot, M. A.; Gossauer, A. Tetrahedron Lett. 1999, 40, 8347-8350 https://doi.org/10.1016/S0040-4039(99)01787-6
  11. Yao, Z.; Bhaumik, J.; Dhanalekshmi, S.; Ptaszek, M.; Rodriguez, P. A.; Lindsey, J. S. Tetrahedron 2007, 63, 10657-10670 https://doi.org/10.1016/j.tet.2007.07.108
  12. Bhaumik, J.; Yao, Z.; Eszter Borbas, K.; Taniguchi, M.; Lindsy, J. S. J. Org. Chem. 2006, 71, 8807-8817 https://doi.org/10.1021/jo061461r
  13. Padmaja, K.; Youngblood, W. J.; Wei, L.; Bocian, D. F.; Lindsey, J. S. Inorg. Chem. 2006, 45, 5479-5492 https://doi.org/10.1021/ic060387s
  14. Muthukumaran, K.; Loewe, R. S.; Ambroise, A.; Tamaru, S.; Li, Q.; Mathur, G.; Bocian, D. F.; Misra, V.; Lindsey, J. S. J. Org. Chem. 2004, 69, 1444-1452 https://doi.org/10.1021/jo034945l
  15. Balakumar, A.; Lysenko, A. B.; Carcel, C.; Malinovskii, V. L.; Gryko, D. T.; Schweikart, K.; Loewe, R. S.; Yasseri, A. A.; Liu, Z.; Bocian, D. F.; Lindsey, J. S. J. Org. Chem. 2004, 69, 1435-1443 https://doi.org/10.1021/jo034944t
  16. Wei, L.; Padmaja, K.; Youngblood, W. J.; Lysenko, A. B.; Lindsey, J. S.; Bocian, D. F. J. Org. Chem. 2004, 69, 1461-1469 https://doi.org/10.1021/jo0349476
  17. Gryko, D. T.; Clausen, C.; Lindsey, J. S. J. Org. Chem. 1999, 64, 8635-8647 https://doi.org/10.1021/jo9911084
  18. Gryko, D. T.; Clausen, C.; Roth, K. M.; Dontha, N.; Bocian, D. F.; Kuhr, W. G.; Lindsey, J. S. J. Org. Chem. 2000, 65, 7345-7355 https://doi.org/10.1021/jo000487u
  19. Rao, P. D.; Dhanalekshmi, S.; Littler, B. J.; Lindsey, J. S. J. Org. Chem. 2000, 65, 7323-7344 https://doi.org/10.1021/jo000882k
  20. Pardridge, W. M. In Introduction to the Blood-Brain Barrier; Pardridge, W. M., Ed.; Cambridge University Press: UK, 1998; pp 1-8
  21. Carcel, C. M.; Laha, J. K.; Loewe, R. S.; Thamyongkit, P.; Schweikart, K.-H.; Misra, V.; Bocian, D. F.; Lindsey, J. S. J. Org. Chem. 2004, 69, 6739-6750 https://doi.org/10.1021/jo0498260
  22. Yasseri, A. A.; Syomin, D.; Loewe, R. S.; Lindsey, J. S.; Zaera, F.; Bocian, D. F. J. Am. Chem. Soc. 2004, 126, 15603-15612 https://doi.org/10.1021/ja045243w
  23. Senge, M. O.; Hatscher, S. S.; Wiehe, A.; Dahms, K.; Kelling, A. J. Am. Chem. Soc. 2004, 126, 13634-13635 https://doi.org/10.1021/ja045223u
  24. Balakumar, A.; Muthukumaran, K.; Lindsey, J. S. J. Org. Chem. 2004, 69, 5112-5115 https://doi.org/10.1021/jo049819b
  25. Balaban, T. S.; Bhise, A. D.; Fischer, M.; Linke- Schaetzel, M.; Roussel, C.; Vanthuyne, N. Angew. Chem. Int. Ed. 2003, 42, 2140-2144 https://doi.org/10.1002/anie.200250465
  26. Smith, K. M.; Bisset, G. M. F. J. Org. Chem. 1979, 44, 2077-2081 https://doi.org/10.1021/jo01327a006
  27. Takanami, T.; Hayashi, M.; Hino, F.; Suda, K. Tetrahedron Lett. 2003, 44, 7353-7357 https://doi.org/10.1016/S0040-4039(03)01837-9
  28. Milgrom, L. R.; O'Neill, F. Tetrahedron 1995, 51, 2137-2144 https://doi.org/10.1016/0040-4020(94)01087-G
  29. Smith, K. M.; Bisset, G. M. F. J. Chem. Soc. Perk. Trans. I 1981, 9, 2625-2630
  30. Collman, J. P.; Chong, A. O.; Jameson, G. B.; Oakley, R. T.; Rose, E.; Schmittou, E. R.; Ibers, J. A. J. Am. Chem. Soc. 1981, 103, 516-533 https://doi.org/10.1021/ja00393a007
  31. Sen, S. E.; Roach, S. L. Synthesis 1995, 756-758
  32. Yoda, H.; Nakahama, A.; Koketsu, T.; Takabe, K. Tetrahedron Lett. 2002, 43, 4667-4669 https://doi.org/10.1016/S0040-4039(02)00881-X
  33. Zhang, J.; Xiong, C.; Ying, J.; Wang, W.; Hruby, V. J. Org. Lett. 2003, 5, 3115-3118 https://doi.org/10.1021/ol0351347
  34. Lee, C.-H.; Li, F.; Iwamoto, K.; Dadok, J.; Bothner-By, A. A.; Lindsey, J. S. Tetrahedron 1995, 51, 11645-11672 https://doi.org/10.1016/0040-4020(95)00704-C
  35. Cho, W.-S.; Kim, H.-J.; Littler, B. J.; Miller, M. A.; Lee, C.-H.; Lindsey, J. S. J. Org. Chem. 1999, 64, 7890-7901 https://doi.org/10.1021/jo9909305
  36. Geier III, G. R.; Lindsey, J. S. Tetrahedron 2004, 60, 11435-11444 https://doi.org/10.1016/j.tet.2004.09.081
  37. Meyers, A. I.; Lawson, J. P.; Carver, D. R. J. Org. Chem. 1981, 46, 3119-3123 https://doi.org/10.1021/jo00328a027
  38. Brunner, H.; Arndt, M. R.; Treittinger, B. Inorg. Chim. Acta 2004, 357, 1649-1669 https://doi.org/10.1016/S0020-1693(03)00479-1