Reducibility of the carbon-fluorine bond in the trifluoromethyl group

Journal of Electroanalytical Chemistry

Volumn 407, Issue 1-2, 1996, Pages 195-202

  Combellas, C ^a   Kanoufi, F ^a   Thiebault A ^a  

^a PSL RESEARCH UNIVERSITY   (France)

Author keywords

Carbon; Fluorine; Reducibility; Trifluoromethyl

Indexed keywords

AMMONIA; CARBON; CYCLIC VOLTAMMETRY; ELECTROCHEMISTRY; FLUORINE; REDUCTION;

CARBON FLUORIDE BONDS; REDUCTION POTENTIAL; TRIFLUOROMETHYLARENES;

CHEMICAL BONDS;

EID: 0030147440     PISSN: 15726657     EISSN: None     Source Type: Journal    
DOI: 10.1016/0022-0728(95)04474-4     Document Type: Article

References (39)

1. C.P. Andrieux, C. Blocman, J.M. Dumas-Bouchiat and J.M. Savéant, J. Am. Chem. Soc., 101 (1979) 3431.
2. C.P. Andrieux, C. Blocman, J.M. Dumas-Bouchiat, F. M'Halla and J.M. Savéant, J. Am. Chem. Soc., 102 (1980) 3806.
3. C.P. Andrieux, J.M. Savéant and D. Zann, Nouv. J. Chim., 8 (1984) 107.
4. C.P. Andrieux, J.M. Savéant and K.B. Su, J. Phys. Chem., 90 (1985) 3815.
5. C.P. Andrieux, I. Gallardo, J.M. Savéant and K.B. Su, J. Am. Chem. Soc., 108 (1986) 638.
6. C.P. Andrieux, L. Gélis, M. Médebielle, J. Pinson and J.M. Savéant, J. Am. Chem. Soc., 112 (1990) 3509.
7. J.M. Savéant, Adv. Phys. Org. Chem., 26 (1990) 1.
8. C.P. Andrieux, A. Le Gorande and J.M. Savéant, J. Am. Chem. Soc., 114 (1992) 6892.
9. C.P. Andrieux, E. Differding, M. Robert and J.M. Savéant, J. Am. Chem. Soc., 115 (1993) 6592.
10. J.M. Savéant, Acc. Chem. Res., 26 (1993) 455.
11. J.M. Savéant, J. Phys. Chem., 98 (1994) 3716.
12. F. Saeva, Top. Curr. Chem., 156 (1990) 61.
13. F.P. Lossing, K.U. Ingold and I.H.S. Henderson, J. Chem. Phys., 22 (1954) 1489.
14. T.L. Cottrel, The strengths of chemical bonds, Butterworths, London, 1958, pp. 202 and 205.
15. P.J. Elving and J.T. Leone, J. Am. Chem. Soc., 79 (1957) 1546.
16. H. Lund, Acta Chem. Scand., 13 (1959) 192.
17. A.I. Cohen, B.T. Keeler, N.H. Coy and H.L. Yale, Anal. Chem., 34 (1962) 216.
18. J.P. Coleman, Naser-ud-din, H.G. Gilde, J.H.P. Utley, B.C.L. Weedon and L. Eberson, J. Chem. Soc., Perkin Trans. II, (1973) 1903.
19. J.P. Coleman, H.G. Gilde, J.H.P. Utley and B.C.L. Weedon, J. Chem. Soc, Chem. Commun., (1970) 738.
20. H. Lund and N.J. Jensen, Acta Chem. Scand., 28 (1974) 263.
21. J.H. Stocker and R.M. Jenevein, J. Chem. Soc., Chem. Commun., (1968) 934.
22. C. Saboureau, M. Troupel, S. Sibille and J. Périchon, J. Chem. Soc., Chem. Commun., (1989) 1138.
23. L. Pauling, The nature of the chemical bond, Cornell University Press, Ithaca, NY, 1960, p. 314.
24. C. Combellas, Y. Lu and A. Thiébault, J. Appl. Electrochem., 23 (1993) 841.
25. M. Herlem, Bull. Soc. Chim. Fr., (1967) 1687.
26. C.P. Andrieux and J.M. Savéant, Electrochemical reactions, in C.F. Bernasconi (Ed.), Investigation of Rates and Mechanisms of Reactions, Techniques of Chemistry, VI/4E, Part 2, Wiley, New York, 1986, pp. 305-390.
27. L. Nadjo and J.M. Savéant, J. Electroanal. Chem., 48 (1973) 113.
28. M. Médebielle, J. Pinson and J.M. Savéant, J. Am. Chem. Soc., 113 (1991) 6872.
29. C. Amatore, M.A. Oturan, J. Pinson, J.M. Savéant and A. Thiébault, J. Am. Chem. Soc., 106 (1984) 6318.
30. C. Amatore, C. Combellas, M.A. Oturan, J. Pinson, S. Robveille, J.M. Savéant and A. Thiébault, J. Am. Chem. Soc., 107 (1985) 4846.
31. J.M. Savéant and A. Thiébault, J. Electroanal. Chem., 89 (1978) 335.
32. J.M. Savéant and E. Vianello, Electrochim. Acta, 12 (1967) 1545.
33. K. Freudenberg, F. Klink, E. Flickinger and A. Sobek, Ber., 72 (1939) 217.
34. K. Freudenberg, W. Lautsch and G. Piazolo, Ber., 74 (1941) 1879.
35. A.J. Birch, J. Chem. Soc., (1947) 102.
36. N. Alam, C. Amatore, C. Combellas, A. Thiébault and J.N. Verpeaux, J. Org. Chem., 55 (1990) 6347.
37. S. Wawzonek and R.C. Duty, J. Electrochem. Soc., 108 (1961) 1135.
38. V.E. Petrosyan and M.E. Niyazymbetov, Russ. Chem. Rev., 58 (1989) 644.
39. G.D. Sargent, C.M. Tatum, Jr. and S.M. Kastner, J. Am. Chem. Soc., 94 (1972) 7174.