New highly fluorinated phenazine derivatives: Correlation between crystal structure and NMR spectroscopy

Journal of Fluorine Chemistry

Volumn 127, Issue 2, 2006, Pages 200-204

  Khusniyarov, Marat M ^a   Harms, Klaus ^a   Sundermeyer, Jörg ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

Author keywords

Fluorinated phenazine; Hydrolysis; Late transition metals; NMR; Noninnocent ligands; Phenazinone; Phenylenediamine; X ray structure

Indexed keywords

EID: 32344453647     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2005.10.018     Document Type: Article

References (35)

1. W. Wang, P. Preville, N. Morin, S. Mounir, W. Cai, and M.A. Siddiqui Bioorg. Med. Chem. Lett. 10 2000 1151 1154
2. G.W. Rewcastle, W.A. Denny, and B.C. Baguley J. Med. Chem. 30 1987 843 851
3. J. Shoji, R. Sakazaki, H. Nakai, Y. Terui, T. Hattori, O. Shiratori, E. Kondo, and T. Konishi J. Antibiot. 41 1988 589 594
4. J.F. O'Sullivan, M.L. Conalty, and N.E. Morrison J. Med. Chem. 31 1988 567 572
5. N. Hughes Six-membered heterocyclic compounds with two hetero-atoms from Group V of the Periodic Table M. Ansell Rodd's Chemistry of Carbon Compounds, vol. IV, Part I-J second ed. 1989 Elsevier Amsterdam
6. G.A. Swan, and D.G.I. Felton Phenazines A. Weissberger The Chemistry of Heterocyclic Compounds, vol. XI 1957 Interscience London
7. D.J. Sandman J. Am. Chem. Soc. 100 1978 5230 5232
8. T. Mikayama, H. Matsuoka, M. Ara, K. Uehara, A. Sugimoto, and K. Mizuno Sol. Energy Mater. Sol. Cells 65 2001 133 139
9. U. Urleb, and S. Gobec Sci. Synth. 16 2003 913 943
10. V.D. Shteingarts, and A.G. Budnik Izvestiya Sibirskogo Otdeleniya Akademii Nauk. SSSR, Seriya Khimicheskikh Nauk 3 1967 124 127
11. A.G. Hudson, A.E. Pedler, and J.C. Tatlow Tetrahedron 26 1970 3791 3797
12. A.G. Hudson, M.L. Jenkins, A.E. Pedler, and J.C. Tatlow Tetrahedron 26 1970 5781 5787
13. E. Leyva, C. Medina, E. Moctezuma, and S. Leyva Can. J. Chem. 82 12 2004 1712 1715
14. R.E. Banks, and A. Prakash J. Chem. Soc. Perkin Trans. I 1974 1365 1371
15. R.E. Banks, I.M. Madany, and R.G. Pritchard Acta Crystallogr., Sect. C: Cryst. Struct. Commun. C49 1993 1988 1990
16. T.I.A. Gerber, H.J. Kemp, J.G.H. du Preez, G. Bandoli, and A. Dolmella Inorg. Chim. Acta 202 1992 191 196
17. A. Anillo, R. Obeso-Rosete, M. Lanfranchi, and A. Tiripicchio J. Organomet. Chem. 453 1993 71 75
18. D. Herebian, E. Bothe, F. Neese, T. Weyhermüller, and K. Wieghardt J. Am. Chem. Soc. 125 2003 9116 9128 (and references therein)
19. G.G. Christoph, and V.L. Goedken J. Am. Chem. Soc. 95 1973 3869 3875
20. A.K. Ghosh, S.-M. Peng, R.L. Paul, M.D. Ward, and S. Goswami J. Chem. Soc., Dalton. Trans. 3 2001 336 340 (and references therein)
21. A.L. Balch, and R.H. Holm J. Am. Chem. Soc. 88 1966 5201 5209
22. F radical anion ligands [19].
23. S.-M. Peng, C.-T. Chen, D.-S. Liaw, C.-I. Chen, and Y. Wang Inorg. Chim. Acta 101 1985 L31 L33
24. D. Herebian, P. Ghosh, H. Chun, E. Bothe, T. Weyhermüller, and K. Wieghardt Eur. J. Inorg. Chem. 2002 1957 1967
25. A.I. Poddel'sky, V.K. Cherkasov, G.K. Fukin, M.P. Bubnov, L.G. Abakumova, and G.A. Abakumov Inorg. Chim. Acta 357 2004 3632 3640
26. M.M. Khusniyarov, K. Harms, J. Sundermeyer, in preparation.
27. L.I. Simándi, T. Barna, Z. Szeverényi, and S. Németh Pure Appl. Chem. 64 1992 1511 1518
28. R. Adams, and W. Reifschneider Bull. Soc. Chim. Fr. 1958 23 65 (and references therein)
29. H.A. Bent Chem. Rev. 61 1961 275 311
30. M.J. Burk, J.C. Calabrese, F. Davidson, R.L. Harlow, and D.C. Roe J. Am. Chem. Soc. 113 1991 2209 2222
31. A.G. Avent, and R. Taylor Chem. Commun. 22 2002 2726 2727
32. D.J. Dodsworth, C.M. Jenkins, R. Stephens, and J.C. Tatlow J. Fluorine Chem. 24 1984 41 60
33. A. Sugimoto, Y. Yoshino, R. Watanabe, and K. Mizuno J. Heterocycl. Chem. 36 1999 1057 1064
34. J. Trotter Acta Cryst. 13 1960 86 95
35. CCDC 278836 and CCDC 278837 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the CCDC, 12 Union Road, Cambridge CB2 1EZ, UK. Fax +44 1223 336033; e-mail: deposit@ccdc.cam.ac.uk )