Fluorinated imidazoles as 19F probes for biomimetic studies of heme a3 - Cub site in cytochrome c oxidase

Journal of Fluorine Chemistry

Volumn 106, Issue 2, 2000, Pages 189-197

  Collman, James P ^a   Boulatov, Roman ^a   Sunderland, Christopher J ^a   Zhong, Min ^a  

^a STANFORD UNIVERSITY   (United States)

Author keywords

19F NMR; Carboxylic acids derivatives; Fluorine compounds; Imidazoles

Indexed keywords

EID: 0042280594     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-1139(00)00328-6     Document Type: Article

References (23)

1. Ferguson-Miller S., Babcock G.T. Chem. Rev. 96:1996;2889.
2. Averill B.A. Chem. Rev. 96:1996;2951.
3. Collman J.P., Broring M., Fu L., Rapta M., Schwenninger R. J. Org. Chem. 63:1998;8084.
4. Y. Hayakawa, H. Kimoto, L.A. Cohen, K.L. Kirk, J. Org. Chem. 63 (1998) and references therein.
5. Owen M.D., Plevey R.G., Tatlow J.C. J. Fluor. Chem. 17:1981;179.
6. Baldwin J.J., Kasinger P.A., Novello F.C., Sprague J.M. J. Med. Chem. 18:1975;895.
7. Kimoto H., Kirk K.L., Cohen L.A. J. Org. Chem. 43:1978;3403.
8. S.J. Johnson, Synthesis (1991) 75.
9. H.R. Matthews, H. Rapopport, J. Am. Chem. Soc. 95 (1973) 2297 and references therein.
10. J.F. O'Connel, J. Parquette, W.E. Yelle, W. Wang, H. Rapoport, Synthesis (1988) 767.
11. Takahashi K., Mitsuhashi K. Bull. Chem. Soc. Jpn. 53:1980;557.
12. C.J. Sunderland, unpublished results.
13. McBee E.T., Battershell R.D., Braendlin H.P. J. Am. Chem. Soc. 84:1962;3157.
14. Bodor N., Huang M.-J., Szantay C. Jr., Szantay C. Tetrahedron. 48:1992;5823.
15. B.E. Smart, in: R.E. Banks, B.E. Smart, J.C. Tatlow (Eds.), Organofluorine Chemistry, 1994, p. 71.
16. D. Hockova, M. Budesinsky, R. Marek, J. Marek, A. Holy, Eur. J. Org. Chem. (1999) 2675.
17. Harper J.L., Smith R.A., Bedford J.L., Leader J.P. Tetrahedron. 53:1997;8211.
18. J. March, Advanced Organic Chemistry, 4th Edition, Wiley, New York, 1982, pp. 17-19.
19. Subrayan R.P., Thutber E.L., Rasmussen P.G. Tetrahedron. 50:1994;2641.
20. Begland R.W., Hartter D.R., Jones F.N., Sam D.J., Sheppard W.A., Webster O.W., Weigert F.J. J. Org. Chem. 39:1974;2341.
21. Curtis N.J., Brown R.S. J. Org. Chem. 45:1980;4038.
22. R.I. Ngochindo, J. Chem. Soc., Perkin Trans. 1 (1990) 1645.
23. Fujii S., Maki Y., Kimoto H., Cohen L.A. J. Fluor. Chem. 32:1986;329.