Cage peroxides having planar bridgehead nitrogen atoms

Canadian Journal of Chemistry

Volumn 77, Issue 5-6, 1999, Pages 1057-1065

  Edward, John T ^a   Chubb, Francis L ^a   Gilson, Denis F R ^a   Hynes, Rosemary C ^a,b   Sauriol, Françoise ^a,c   Wiesenthal, Alain ^a  

^a MCGILL UNIVERSITY   (Canada)

^b UNIVERSITY OF TORONTO   (Canada)

^c QUEEN S UNIVERSITY   (Canada)

Author keywords

Amine nitrogen; Cage compounds; Formaldehyde; Hybridization; Peroxides

Indexed keywords

NITROGEN; PEROXIDE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CONFORMATIONAL TRANSITION; HYBRIDIZATION; SYNTHESIS; X RAY DIFFRACTION;

EID: 0033305825     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/cjc-77-5-6-1057     Document Type: Article

References (29)

1. R.W. Alder, R.B. Sessions, A.J. Bennett, and R.E. Moss. J. Chem. Soc. Perkin Trans, 1, 603 (1982).
2. R.W. Alder. Acc. Chem. Res. 16, 321 (1983).
3. A.v. Baeyer and A. Villiger. Ber. 33, 2485 (1900).
4. R.W. Alder, A.G. Orpen, and R.W. Sessions. J. Chem. Soc. Chem. Commun. 999 (1983).
5. L. Pauling. The nature of the chemical bond. 2nd ed. Cornell University Press, Ithaca, N.Y. 1948. p. 189.
6. A. Bondi. J. Phys. Chem. 68, 441 (1964).
7. A. Gavezzotti. J. Am. Chem. Soc. 105, 5220 (1983).
8. A.I. Kitaigorodski. Molecular crystals and molecules. Academic Press, London. 1973. pp. 1-21.
9. W.P. Schaefer, J.T. Fourkas, and E.G. Tieman. J. Am. Chem. Soc. 107, 2461 (1985).
10. E.J. Gabe, Y. LePage, J.P. Charland, F.I. Lee, and P.S. White. J. Appl. Cryst. 22, 384 (1989).
11. C.A. Taylor and W.H. Rinkenbach. Army Ordnance, 5, 463 (1924).
12. W.C. Lothrop and G.R. Hendrick. Chem. Rev. 44, 419 (1949).
13. J.H. Yoe and L.C. Reid. Ind. Eng. Chem. 13, 238 (1981).
14. D. Spencer and T. Henshall. J. Am. Chem. Soc. 77, 1943 (1955).
15. E. Schmilz. Liebigs Ann. Chem. 635, 73 (1960).
16. C.K. Johnson. ORTEP - a Fortran thermal ellipsoid plot program. Technical report ORNL-5138. Oak Ridge, Tenn. 1976.
17. R.M. Hunt, R.A. Leacock, C.W. Peters, and K.T. Hecht. J. Chem. Phys. 42, 193 (1979).
18. A.J. Kirby. The anomeric effect and related stereoelectronic effects at oxygen. Springer Verlag, Berlin. 1983.
19. S.N. Whittleton, P. Seiler, and J.D. Dunitz. Helv. Chem. Acta, 64, 2614 (1981).
20. C.v. Girsewald and H. Siegens. Ber. 54, 492 (1921).
21. E. Schmilz. Liebigs Ann. Chem. 636, 73 (1960).
22. C.J. Pouchert. The Aldrich library of NMR spectra. 2nd ed. Vol. 1. Aldrich Chemical Co., Milwaukee. 1983. p. 332d.
23. G. Volpp. Chem. Ber. 95, 1493 (1962).
24. F.G. Riddell and P. Murray-Rust. Chem. Comm. 1075 (1970).
25. E. Schmilz and R. Ohme. Liebigs Ann. Chem. 635, 82 (1960).
26. M.J.S. Dewar. A semiempirical life. A.C.S., Washington, D.C. 1992. p. 103.
27. C.A. Bischoff. Ber. 31, 3248 (1898).
28. P. Murray-Rust. J. Chem. Soc. Perkin Trans. 2, 1136 (1974).
29. A.R. Katritzky, V.J. Baker, F.M.S. Brito-Palma, J.M. Sullivan, and R.B. Finzel. J. Chem. Soc. Perkin Trans. 2, 1133 (1979).