Oxidation of aromatic compounds: XVI. Radical cations derived from acetylenic compounds with electron-withdrawing groups: Reactions and ESR parameters

Russian Journal of Organic Chemistry

Volumn 44, Issue 6, 2008, Pages 791-802

  Vasil'ev, A V ^a   Aristov, S A ^a   Fukin, G K ^b   Kozhanov, K A ^b   Bubnov, M P ^b   Cherkasov, V K ^b  

^a SAINT PETERSBURG STATE FOREST TECHNICAL UNIVERSITY   (Russian Federation)

^b G A RAZUVAEV INSTITUTE OF ORGANOMETALLIC CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 48249091724     PISSN: 10704280     EISSN: None     Source Type: Journal    
DOI: 10.1134/S1070428008060031     Document Type: Article

References (55)

1. A.O. Shchukin A.V. Vasil'ev G.K. Fukin A.P. Rudenko 2007 Russ. J. Org. Chem. 43 1446
2. Balzani, V., Electron Transfer in Chemistry, New York: Wiley, 2001, vol. 2.
3. Bauld, N.L., Radicals, Ion Radicals and Triplets: The Spin-Bearing Intermediates of Organic Chemistry, New York: Wiley, 1997.
4. Yoshida, K., Electrooxidation in Organic Chemistry. The Role of Radical Cations as Synthetic Intermediates, New York: Wiley-Intersci., 1984.
5. Todres, Z.V., Ion-radikaly v organicheskom sinteze (Radical Ions in Organic Synthesis), Moscow: Khimiya, 1986.
6. I.P. Beletskaya D.I. Makhon'kov 1981 Usp. Khim. 50 1007
7. O. Hammerich V.D. Parker 1984 Adv. Phys. Org. Chem. 20 55
8. P.I. Dalko 1995 Tetrahedron 51 7579
9. R. Rathore J.K. Kochi 2000 Adv. Phys. Org. Chem. 35 194
10. H. Garcia H.D. Roth 2002 Chem. Rev. 102 3947
11. J.F. Sperry D.L. Wright 2006 Chem. Soc. Rev. 35 605
12. A.P. Rudenko 1994 Zh. Org. Khim. 30 1847
13. A.P. Rudenko F. Pragst 1998 Russ. J. Org. Chem. 34 1588
14. A.P. Rudenko A.V. Vasil'ev 1995 Russ. J. Org. Chem. 31 1360
15. A.V. Vasil'ev A.P. Rudenko 1997 Russ. J. Org. Chem. 33 1555
16. A.V. Vasil'ev V.S. Fundamenskii P.Yu. Savechenkov A.P. Rudenko 2003 Russ. J. Org. Chem. 39 860
17. P.Yu. Savechenkov A.V. Vasil'ev A.P. Rudenko 2004 Russ. J. Org. Chem. 40 1279
18. A.V. Vasil'ev A.P. Rudenko E.V. Grinenko 2000 Russ. J. Org. Chem. 36 1157
19. A.V. Vasil'ev A.P. Rudenko S.A. Aristov G.K. Fukin 2005 Russ. J. Org. Chem. 41 1169
20. S.A. Aristov A.V. Vasil'ev A.P. Rudenko 2006 Russ. J. Org. Chem. 42 770
21. S.A. Aristov A.V. Vasil'ev A.P. Rudenko 2006 Russ. J. Org. Chem. 42 66
22. A.V. Golovin V.V. Takhistov 2004 J. Mol. Struct. 701 57
23. Vereshchagin, A.N., Induktivnyi effekt. Konstanty zamestitelei dlya korrelyatsionnogo analiza (Inductive Effect. Substituent Constants for Correlation Analysis), Moscow: Nauka, 1988.
24. T.N. Timofeeva B.I. Ionin Yu.L. Kleiman N.V. Morkovin A.A. Petrov 1968 Zh. Obshch. Khim. 38 1255
25. O. Exner 1966 Collect. Czech. Chem. Commun. 31 65
26. V. Parker 1998 Acta Chem. Scand. 52 145
27. T. Nishigana K. Komatsu 2005 Org. Biomol. Chem. 3 561
28. J.-M. Lu S.V. Rosokha J.K. Kochi 2003 J. Am. Chem. Soc. 125 12 161
29. S.V. Rosokha J.K. Kochi 2007 J. Am. Chem. Soc. 129 828
30. C. Galli A. Guarnieri H. Koch P. Mencarelli Z. Rappoport 1997 J. Org. Chem. 62 4072
31. C. Galli Z. Rappoport 2003 Acc. Chem. Res. 36 580
32. Nonhebel, D.C. and Walton, J.C., Free-Radical Chemistry; Structure and Mechanism, Cambridge: Cambridge Univ., 1974. Translated under the title Khimiya svobodnykh radikalov, Moscow: Mir, 1977, p. 117.
33. Reutov, O.A., Kurts, A.L., and Butin, K.P., Organicheskaya khimiya. I (Organic Chemistry. I), Moscow: Mosk. Gos. Univ., 1999, p. 326.
34. T. Ageno T. Okauchi T. Minami M. Ishida 2005 Org. Biomol. Chem. 3 924
35. Cadogan, J.I.G., Duell, E.G., and Inward, P.W., J. Chem. Soc., 1962, p. 4164.
36. G.T. Back 2001 Tetrahedron 57 5263
37. Yu.A. Boiko B.S. Kupin A.A. Petrov 1969 Zh. Org. Khim. 5 1755
38. F. Massa M. Hanack L.R. Subramanian 1982 J. Fluorine Chem. 19 601
39. A.V. Vasilyev S. Walspurger M. Haouas J. Sommer P. Pale A.P. Rudenko 2004 Org. Biomol. Chem. 2 3483
40. S. Walspurger A.V. Vasil'ev J. Sommer P. Pale P.Yu. Savechenkov A.P. Rudenko 2005 Russ. J. Org. Chem. 41 1485
41. Vasilyev, A.V., Walspurger, S., Chassaing, S., Pale, P., and Sommer, J., Eur. J. Org. Chem., 2007, p. 5740.
42. P.Yu. Savechenkov A.P. Rudenko A.V. Vasil'ev G.K. Fukin 2005 Russ. J. Org. Chem. 41 1316
43. S.A. Aristov A.V. Vasil'ev G.K. Fukin A.P. Rudenko 2007 Russ. J. Org. Chem. 43 691
44. Rao, D.N.R. and Symons, M.C.R., J. Chem. Soc., Perkin Trans. 2, 1985, p. 991.
45. E. Bosch S.M. Hubig J.K. Kochi 1998 J. Am. Chem. Soc. 120 386
46. P.D. Sullivan 1972 J. Phys. Chem. 26 3943
47. Eberson, L., Hartshorn, M.P., Radner, F., and Persson, O., J. Chem. Soc., Perkin Trans. 2, 1998, p. 59.
48. R.M. Dessau S. Shin E.I. Heiba 1970 J. Am. Chem. Soc. 92 412
49. I.H. Elson J.K. Kochi 1973 J. Am. Chem. Soc. 95 5060
50. B.A. Smith 1998 Org. Synth. 74 146
51. H. Abe H. Suzuki 1999 Bull. Chem. Soc. Jpn. 72 787
52. Nair, V., Augustine, A., and Suja, T.D., Synthesis, 2002, p. 2259.
53. M. Guo D. Li Z. Zhang 2003 J. Org. Chem. 68 10 172
54. T. Kitazume T. Sato 1985 J. Fluorine Chem. 30 189
55. Sheldrick, G.M., SHELXTL, V. 6.10, Madison, WI 53719, USA: Bruker AXS, 2000.