Dioxabenzosapphyrin: A new benzodifuran-derived sapphyrin analogue

Journal of the American Chemical Society

Volumn 130, Issue 32, 2008, Pages 10502-10503

  Cho, Dong Gyu ^a   Plitt, Patrick ^a   Sung, Kuk Kim ^a   Lynch, Vincent ^a   Hong, Seong Jin ^b   Lee, Chang Hee ^a   Sessler, Jonathan L ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

^b Kangwon National University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ANION; DIOXABENZOSAPPHYRIN; FURAN DERIVATIVE; OXYGEN; UNCLASSIFIED DRUG;

ARTICLE; ATOM; PROTON TRANSPORT;

BENZOFURANS; PORPHYRINS;

EID: 49449092114     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja804090w     Document Type: Article

References (20)

1. (a) Broadhurst, M. J.; Grigg, R.; Johnson, A. W. Chem. Commun. 1969, 23-24.
2. (b) Broadhurst, M. J.; Grigg, R.; Johnson, A. W. J. Chem. Soc., Perkin Trans. 1 1972, 2111-2116.
3. (a) First reported by R. B. Woodward at the Aromaticity Conference, Sheffield, U.K., 1966.
4. (b) Bauer, V. J.; Clive, D. R.; Dolphin, D.; Paine, J. B., III; Harris, F. L.; King, M. M.; Loder, J.; Wang, S.-W. C.; Woodward, R. B. J. Am. Chem. Soc. 1983, 105, 6429-6436.
5. Sessler, J. L.; Cyr, M. J.; Lynch, V.; McGhee, E.; Ibers, J. A. J. Am. Chem. Soc. 1990, 112, 2810-2813.
6. Shionoya, M.; Furuta, H.; Lynch, V.; Harriman, A.; Sessler, J. L. J. Am. Chem. Soc. 1992, 114, 5714-5722.
7. (a) Wang, Z.; Lecane, P.; Thiemann, P.; Fan, A.; Cortez, C.; Ma, X.; Tonev, D.; Miles, D.; Lin, A.; Hemmi, G.; Naumovski, L.; Miller, R. A.; Magda, D.; Cho, D.-G.; Sessler, J. L.; Pike, B. L.; Yeligar, S. M.; Karaman, M. W.; Hacia, J. G. Mol. Cancer 2007, 6, 9-20.
8. (a) Boul, P. J.; Cho, D.-G.; Rahman, G. M. A.; Marquez, M.; Ou, Z.; Kadish, K. M.; Guldi, D. M.; Sessler, J. L. J. Am. Chem. Soc. 2007, 129, 5683-5687.
9. Pushpan, S. K.; Srinivasan, A.; Anand, V. G.; Venkatraman, S.; Chandrashekar, T. K.; Joshi, B. S.; Roy, R.; Furuta, H. J. Am. Chem. Soc. 2001, 123, 5138-5139.
10. Richter, D. T.; Lash, T. D. J. Am. Chem. Soc. 1998, 120, 9965-9966.
11. Panda, P. K.; Kang, Y.; Lee, C.-H. Angew. Chem., Int. Ed. 2005, 44, 4053-4055.
12. Sessler, J. L.; Cho, D.-G.; Stepien, M.; Lynch, V.; Waluk, J.; Yoon, Z. S.; Kim, D. J. Am. Chem. Soc. 2006, 128, 12640-12641.
13. (a) Sessler, J. L.; Hoehner, M. C.; Gebauer, A.; Andrievsky, A.; Lynch, V. J. Org. Chem. 1997, 62, 9251-9260.
14. (b) Sessler, J. L.; Cyr, M.; Burrell, A. K. Tetrahedron 1992, 48, 9661-9672.
15. Jeong, S.-D.; Sessler, J. L.; Lynch, V.; Lee, C.-H J. Am. Chem. Soc. 2008, 130, 390-391.
16. Srinivasan, A.; Anand, V. R. G.; Pushpan, S. K.; Chandrashekar, T. K.; Sugiura, K.; Sakata, Y. J. Chem. Soc, Perkin Trans. 2 2000, 1788-1793.
17. Nuth, G. Chem. Ber. 1887, 1337-1338.
18. Sessler, J. L.; Johnson, M. R.; Lynch, V. J. Org. Chem. 1987, 52, 4394-4397.
19. 3OH. See: (a) Shukla, R.; Kida, T.; Smith, B. D. Org. Lett. 2000, 2, 3099-3102.
20. (b) Tumcharern, G.; Tuntulani, T.; Coles, S. J.; Hursthouse, M. B.; Kilburn, J. D. Org. Lett. 2003, 5, 4971-4974.