A Directed Synthesis of cisjanti-cis-Tricyclo[6.4.O.O27]dodecatetraene (o,o ′-Dibenzene). Thermal Rearrangement of a Blocked Dibenzene to a Caged (CH)i2 Precursor

Journal of the American Chemical Society

Volumn 94, Issue 10, 1972, Pages 3658-3659

  Berson, Jerome A ^a   Davis, Richard F ^a  

^a YALE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001284631     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00765a083     Document Type: Article

References (15)

1. For references to examples of (CH)u, see (a) G. Schroder and W. Martin, Angew. Chem. Int. Ed. Engl, 5, 130 (1966)
2. G. Schroder, Angew. Chem. Int. Ed. Engl, 2, 481 (1963)
3. J. N. Labows, Jr., J. Meinwald, H. Rottele, and G. Schroder, J. Amer. Chem. Soc, 89, 612 (1967)
4. L. A. Paquette and J. C. Stowell, J. Amer. Chem. Soc, 93, 5735 (1971)
5. Tetrahedron Lett., 4159 (1969)
6. H. Rottele, W. Martin, J. F. M. Oth, and G. Schroder, Chem. Ber. 102, 3985 (1969)
7. G. Schroder, W. Martin, and H. Rottele, Angew Chem. Int. Ed. Engl, 8, 69 (1969)
8. E. Le Goff and S. Oka, J. Amer Chem. Soc, 91, 5665 (1969)
9. J. F. M. Oth, H. Rbttele, and G. Schroder, Tetrahedron Lett., 61 (1970)
10. J. F. M. Oth, J. M. Gilíes, and G. Schroder, Tetrahedron Lett., 67 (1970).
11. R. B. Woodward and R. Hoffmann, “The Conservation of Orbital Symmetry,” Academic Press, New York, N.Y., 1970.
12. cf. also D. Bryce-Smith, J. Chem. Soc. D., 806 (1969).
13. E. H. Gold and D. Ginsburg, J. Chem. Soc. C, 15 (1967).
14. M. Avram, I. G. Dinulescu, G. H. D. Mateescu, and C. D. Nen-itzescu, Rev. Roum. Chim., 13, 505 (1966).
15. Supported by aPredoctoral Fellowship (GM-40, 824), sponsored by the National Institute of General Medical Sciences, 1968-1971.