Synthesis and characterization of a spirocyclic phosphaverdazyl radical - Cyclophosphazene hybrid: Evidence for spin transfer from a verdazyl radical to a phosphazene ring

Canadian Journal of Chemistry

Volumn 80, Issue 11, 2002, Pages 1501-1506

  Barclay, Tosha M ^a   Hicks, Robin G ^b   Ichimura, Andrew S ^c   Patenaude, Greg W ^b  

^a North Harris College   (United States)

^b UNIVERSITY OF VICTORIA   (Canada)

^c SAN FRANCISCO STATE UNIVERSITY   (United States)

Author keywords

Heterocycle; Phosphazenes; Phosphorus nitrogen compounds; Stable radicals; Verdazyls

Indexed keywords

OXIDATION; PARAMAGNETIC RESONANCE; SYNTHESIS (CHEMICAL); X RAY DIFFRACTION ANALYSIS;

SPIROCYCLIC FRAMEWORKS;

PHOSPHORUS;

ALKENE DERIVATIVE; PHOSPHORUS; RADICAL;

ARTICLE; CONJUGATION; ELECTRON SPIN RESONANCE; OXIDATION; POLARIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; X RAY DIFFRACTION;

EID: 0036904336     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/v02-090     Document Type: Article

References (36)

1. M. Gomberg. J. Am. Chem. Soc. 22, 757 (1901).
2. A.R. Forrester, J.M. Hay, and R.H. Thomson. In Organic Chemistry of Stable Free Radicals. Academic Press, London. 1968.
3. N. Jux, K. Holczer, and Y. Rubin. Angew. Chem. Int. Ed. 35, 1986 (1996).
4. T. Peymann, C.B. Knobler, and M.F. Hawthorne. Chem. Commun. 2039 (1999).
5. Y. Apeloig, D. Bravo-Zhivotovskii, M. Bendikov, D. Danovich, M. Botoshansky, T. Vakul'skaya, M. Voronkov, R. Samoilova, M. Zdravkova, V. Igonin, V. Shklover, and Y. Struchov. J. Am. Chem. Soc. 121, 8118 (1999).
6. L.J. Berliner. In Spin Labelling: Theory and Applications. Vol. 2. Academic Press, New York. 1979.
7. R.T. Oakley. Can. J. Chem. 71, 1775 (1993).
8. X. Chi, M.E. Itkis, B.O. Patrick, T.M. Barclay, R.W. Reed, R.T. Oakley, A.W. Cordes, and R.C. Haddon. J. Am. Chem. Soc. 121, 10 395 (1999).
9. P.M. Lahti (Editor). Magnetic Properties of Organic Materials. Marcel Dekker, Inc., New York. 1999.
10. K. Itoh and M. Kinoshita (Editors). Molecular Magnetism: New Materials. Kodansha, Tokyo, 2000.
11. M.K. Georges, R.P.N. Veregin, P.M. Kazmeier, and G.K. Hamer. Macromolecules, 26, 2987 (1993).
12. C.J. Hawker, A.W. Bosman, and E. Harth. Chem. Rev. (Washington, D.C.), 101, 3661 (2001).
13. H. Fischer, Chem. Rev. 101, 3581 (2001).
14. C.L. Barr, P.A. Chase, R.G. Hicks, M.T. Lemaire, and C.L. Stevens. J. Org. Chem. 64, 8893 (1999).
15. R.G. Hicks, M.T. Lemaire, L.K. Thompson, and T.M. Barclay. J. Am. Chem. Soc. 122, 8077 (2000).
16. T.M. Barclay, R.G. Hicks, M.T. Lemaire, and L.K. Thompson. Chem. Commun. 2141 (2000).
17. R.G. Hicks, M.T. Lemaire, L. Ohrstrom, J.F. Richardson, L.K. Thompson, and Z. Xu. J. Am. Chem. Soc. 123, 7154 (2001).
18. R.G. Hicks and R. Hooper. Inorg. Chem. 38, 284 (1999).
19. H.E. Simmons and T. Fukunaga. J. Am. Chem. Soc. 89, 5208 (1967).
20. H. Durr and R. Gleiter. Angew. Chem. Int. Ed. 17, 559 (1978).
21. R.G. Hicks, L. Ohrstrom, and G.W. Patenaude. Inorg. Chem. 40, 1865 (2001).
22. A.G. Carriedo, L. Fernandez-Catuxo, F.J. Garcia-Alonso, P. Gomez-Elipe, and P.A. Gonzalez. Macromolecules, 29, 5320 (1996).
23. N.N. Greenwood and A. Earnshaw. Chemistry of the Elements. 2nd Ed. Butterworth-Heineman, Oxford. 2001.
24. H. Kurreck, B. Kirste, and W. Lubitz. Electron Nuclear Double Resonance Spectroscopy of Radicals in Solution. VCH, New York. 1988.
25. F.A. Neugebauer, H. Brunner, and K.H. Hausser. Tetrahedron, 27, 3623 (1971).
26. F.A. Neugebauer, H. Fischer, and C. Krieger. J. Chem. Soc. Perkin Trans. 2, 535 (1993).
27. H.R. Allcock. Chem. Rev. (Washington, D.C.), 72, 315 (1972).
28. C.W. Allen. Chem. Rev. (Washington, D.C.), 91, 119 (1991).
29. I. Manners. Angew. Chem. Int. Ed. 35, 1602 (1996).
30. H.R. Allcock and W.J. Birdsall. J. Am. Chem. Soc. 91, 7541 (1969).
31. H.R. Allcock and W.J. Birdsall. Inorg. Chem. 10, 2495 (1971).
32. G.A. Carriedo, F.J. Garcia-Alonso, P. Gomez-Elipe, E. Brillas, and L. Julia. Org. Lett. 3, 1625 (2001).
33. R.C. Haddon, S.L. Mayo, S.V. Chichester, and J.H. Marshall. J. Am. Chem. Soc. 107, 7585 (1985).
34. R.C. Haddon, S.V. Chichseter, and J.H. Marshall. Tetrahedron, 42, 6293 (1986).
35. X. Chi, M.E. Itkis, K. Kirschbaum, A.A. Pinkerton, R.T. Oakley, A.W. Cordes, and R.C. Haddon. J. Am. Chem. Soc. 123, 4041 (2001).
36. N.L. Frank, R. Clerac, J.P. Sutter, N. Daro, O. Kahn, C. Coulon, M.T. Green, S. Golhen, and L. Ouahab. J. Am. Chem. Soc. 122, 2053 (2000).