X-ray Structures of Cubyleubane and 2-tert-Butylcubylcubane: Short Cage-Cage Bonds

Journal of the American Chemical Society

Volumn 110, Issue 21, 1988, Pages 7232-7234

  Gilardi, Richard ^a   Maggini, Michele ^a   Eaton, Philip E ^a  

^a NAVAL RESEARCH LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33845279443     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00229a058     Document Type: Article

References (10)

1. Eaton, P. E,; Maggini, M. J. Am. Chem. Soc., submitted for publication.
2. Fleischer, E. B. J. Am. Chem. Soc. 1964, 86, 3889.
3. J13C_Hin cubane is 155 Hz, corresponding to ca. 31%s character, see: (a) Cole, T. W., Jr. Ph.D. Dissertation, The University of Chicago, 1966. (b) Della, E. W.; Hine, T. W.; Patney J. Org. Chem. 1977, 42, 2940.
4. The discussions in (a) Alden, R. A.; Kraut, J.; Traylor, T. G. J. Am. Chem. Soc. 1968, 90, 74 and in (b) Dewar, M. J. S. Hyperconjugation; The Ronald Press Co.: New York, 1962; p 53ff are useful.
5. Ermer, O.; Lex, J. Angew. Chem., Int. Ed. Engl. 1987, 25, 447. One of us (PE) is grateful to Prof. Ermer for interesting discussions on such matters.
6. Allen, F. H. Acta Crystallogr. 1981, B37, 890.
7. Kennard, O.; Watson, D.; Allen, F.; Motherwell, W.; Town, W.; Rodgers, J. J. Chem. Brit. 1975, 11, 213.
8. Eaton, P. E.; Ravi Shankar, B. K.; Price, G. D.; Pluth, J. J.; Gilbert, E. E.; Alster, J.; Sandus, O. J. Org. Chem. 1984, 49, 185.
9. Stevens, E. D. University of New Orleans, private communication.
10. Allinger, N. L. J. Am. Chem. Soc. 1977, 99, 8127. (b) Allinger, N. L.; Eaton, P. E. Tetrahedron Lett. 1983, 24, 3697.