Selective preparation of polycyclic aromatic hydrocarbons. Part 5. Bromination of 2,7-di-tert-butylpyrene and conversion into pyrenoquinones and their pyrenoquinhydrones

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 8, 1997, Pages 1201-1207

  Yamato, Takehiko ^a   Fujimoto, Masakazu ^a   Miyazawa, Akira ^a   Matsuo, Koji ^a  

^a SAGA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33749084694     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a606200h     Document Type: Article

References (32)

1. For Part 4 in the series, see T. Yamato, N. Sakane, N. Shinoda and K. Matsuo, J. Chem. Soc., Perkin Trans. 1, 1997, 1193.
2. E. Clar, Polycyclic Hydrocarbons, Academic Press, New York, 1964, vol. 2.
3. H. Vollmann, H. Becker, M. Correl and H. Streeck, Justus Liebigs Ann. Chem., 1937, 531, 1.
4. A. Streitwieser, R. G. Lawler and D. Schwaab, J. Org. Chem., 1965, 30, 1470.
5. R. G. Harvey, J. Pataki and H. Lee, Org. Prep. Proced. Int., 1984, 16, 144.
6. A. M. Braken-van Leersum, J. Cornelisse and J. Lugtenburg, J. Chem. Soc., Chem. Commun., 1987, 1156.
7. S. C. Agarwal and B. L. Van Durren, J. Org. Chem., 1975, 40, 2307.
8. M. Moyl and E. Ritchie, Aust. J. Chem., 1958, 11, 211.
9. M. A. Hempenius, J. Lugtenburg and J. Cornelisse, J. Chem. Soc., Perkin Trans. 1, 1991, 635.
10. (a) A. Miyazawa, A. Tsuge, T. Yamato and M. Tashiro, J. Org. Chem., 1991, 56, 4312;
11. (b) T. Yamato, A. Miyazawa and M. Tashiro, Chem. Express, 1993, 8, 301;
12. (c) Chem. Ber., 1993, 126, 2505;
13. (d) J. Chem. Soc., Perkin Trans. 1, 1993, 3127.
14. M. Tashiro and T. Yamato, J. Org. Chem., 1978, 43, 1413;
15. M. Tashiro, Synthesis, 1979, 921;
16. M. Tashiro, T. Yamato, K. Kobayashi and T. Arimura, J. Org. Chem., 1987, 52, 3196;
17. T. Yamato, T. Arimura and M. Tashiro, J. Chem. Soc., Perkin Trans. 1, 1987, 1;
18. T. Yamato, J. Matsumoto, M. Kajihara, K. Tokuhisa, K. Suehiro and M. Tashiro, Chem. Ber., 1992, 125, 2443;
19. T. Yamato, L. K. Doamekpor, K. Hasegawa, T. Furukawa and M. Tashiro, J. Chem. Res., 1995, (S) 168; (M) 1101;
20. T. Yamato, L. K. Doamekpor, K. Koizumi, K. Kishi, M. Haraguchi and M. Tashiro, Liebigs Ann. Chem., 1995, 1259.
21. G. A. Olah, Acc. Chem. Res., 1971, 4, 240.
22. S. Kajigaeshi, T. Kakinami, H. Tokiyama, T. Hirakawa and T. Okamoto, Chem. Lett., 1987, 627.
23. T. Yamato, A. Miyazawa and M. Tashiro, J. Org. Chem., 1992, 57, 266.
24. M. Tashiro, S. Mataka, Y. Takezaki, M. Takeshita, T. Arimura, A. Tsuge and T. Yamato, J. Org. Chem., 1989, 54, 451;
25. T. Yamato, C. Hideshima, Y. Nagano and M. Tashiro, J. Chem. Res., 1996, (S) 266; (M) 1457.
26. J. F. McOmie and D. E. West, Org. Synth., 1973, Coll. vol. V, 412;
27. J. F. McOmie, M. L. Watts and D. E. West, Tetrahedron, 1968, 24, 2289;
28. R. J. Molyneux, J. Chem. Soc., Chem. Commun., 1974, 318.
29. R. E. Singer and D. J. Cram., J. Am. Chem. Soc., 1971, 93, 4443;
30. D. J. Cram and R. C. Helgeson, J. Am. Chem. Soc., 1966, 88, 3515.
31. T. Yamato, K. Fujita, T. Ando, S. Ide, Y. Nagano and M. Tashiro, J. Chem. Res., 1996, (S) 264; (M) 1434.
32. M. Tashiro and T. Yamato, J. Am. Chem. Soc., 1982, 104, 3707.