Photoreactions of trans-10b,10c-dimethyl-10b,10c-dihydropyrenes

Liebigs Annales

Volumn , Issue 5, 1997, Pages 873-878

  Cerfontain, Hans ^a   Koeberg Telder, Ankie ^a   Bakker, Bert H ^a   Mitchell, Reginald H ^b   Tashiro, Masashi ^c  

^a UNIVERSITY OF AMSTERDAM   (Netherlands)

^b UNIVERSITY OF VICTORIA   (Canada)

^c KYUSHU UNIVERSITY   (Japan)

Author keywords

Endoperoxides; Photochemistry; Photooxidation; 14 Annulenes; 2.2 Metacyclophane 1,9 dienes

Indexed keywords

EID: 0004734317     PISSN: 09473440     EISSN: None     Source Type: Journal    
DOI: 10.1002/jlac.199719970513     Document Type: Article

References (26)

1. [2].
2. Organic Chemistry, A Serie of Monographs, 45-I, "Cyclophanes" (Eds.: P. M. Keehn, S. M. Rosenfeld), Academic Press, New York, 1978, p. 4, 80, and 81.
3. H.-R. Blattmann, D. Meuch, E. Heilbronner, R. J. Molyneux, V. Boekelheide, J. Am. Chem. Soc. 1965, 87, 130-131.
4. V. Boekelheide, J. B. Phillips, J. Am. Chem. Soc. 1967, 89, 1695-1704.
5. R. H. Mitchell, V. Boekelheide, J. Am. Chem. Soc. 1974, 96, 1547-1557.
6. H.-R. Blattmann, W. Schmidt, Tetrahedron 1970, 26, 5885-5899.
7. W. Schmidt, Helv. Chim. Acta 1971, 54, 862-868.
8. R. H. Mitchell, R. J. Carruthers, L. Mazuch, T. W. Dingle, J. Am. Chem. Soc. 1982, 104, 2544-2551.
9. H. Cerfontain, A. Koeberg-Telder, R. H. Mitchell, N. Khalifa, M. Tashiro, Recl. Trav. Chim. Pays-Bas 1996, 115, 293-301.
10. G. W. Wijsman, D. S. van Es, W. H. de Wolf, F. Bickelhaupt, , Angew. Chem. 1993, 739-741;
11. Angew. Chem. Int. Ed. Engl. 1993, 32, 726-728.
12. T. Noh, N. C. Yang, J. Am. Chem. Soc. 1991, 113, 9412-9414.
13. W. Meichle, H.-H. Otto, Arch. Pharm. (Weinheim, Ger.) 1986, 319, 982-990.
14. I. Erden, P. Gölitz, R. Näder, A. de Meijere, Angew. Chem. 1981, 93, 605-606;
15. Angew. Chem. Int. Ed. Engl. 1981, 20, 583-585.
16. C. J. M. van den Heuvel, A. Hofland, H. Steinberg, Th. J. de Boer, Recl. Trav. Chim. Pays-Bas 1980, 99, 275-278.
17. M. Schäfer-Ridder, U. Brocker, E. Vogel, Angew. Chem. 1976, 88, 262-267;
18. Angew. Chem. Int. Ed. Engl. 1976, 15, 228-229.
19. H. Dietrich, D. Bladauski, M. Grosse, K. Roth, D. Rewicki, Chem. Ber. 1975, 108, 1807-1822.
20. [18].
21. The Supplementary Tables A-E are available upon request from the senior authors (H. C. and A. K.-T.) by the courtesy of Mrs. M. E. Vink.
22. [18].
23. A. A. Frost, R. G. Pearson, Kinetics and Mechanism, 2nd ed., John Wiley & Sons, Inc. New York, 1961, p. 13 and 166-171.
24. M. Tashiro, T. Yamato, Chem. Lett. 1970, 1127-1131.
25. 3 (0.09) ≥ other H's, and for the 5-sulfo substituent of 2-5-S in the order 4-H (0.58) > 9-H (0.11) ≈ 13-H (0.09) ≥ other H's.
26. H. Cerfontain, A. Koeberg-Telder, C. Kruk, C. Ris, Anal. Chem. 1974, 46, 72-75.