Electrooxidative cleavage of C1 - C2 bonds in acenaphthylene and acenaphthenes

Electrochimica Acta

Volumn 42, Issue 13-14, 1997, Pages 1933-1941

  Ogibin, Y N ^a   Ilovaisky, A I ^a   Nikishin, G I ^a  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

Acenaphthenes; Acenaphthylene; Cleavage of C1 C2 bonds; Electrooxidation

Indexed keywords

ANODIC OXIDATION; CHEMICAL BONDS; ELECTROCHEMISTRY; ELECTROLYSIS; METHANOL; REACTION KINETICS; SUBSTRATES;

ACENAPHTHENES; ACENAPHTHYLENE; BOND CLEAVAGE;

AROMATIC HYDROCARBONS;

EID: 0030718112     PISSN: 00134686     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0013-4686(97)85464-3     Document Type: Article

References (38)

1. R. H. Calligan, M. F. Tarker and M. H. Wilt, J. Org. Chem. 26, 1379 (1961).
2. J. K. Still and R. T. Foster, J. Org. Chem. 28, 2703 (1968).
3. T. Sugimoto, M. Nojima and S. Kusabayashi, J. Org. Chem. 55, 3816 (1990).
4. T. Hatsui and H. Takeshita, Bull. Chem. Soc. Jpn 53, 2655 (1980).
5. A. Kh. Ergalieva, D. Kh. Sembaeva and B. V. Suvorov, Izv. Akad. Nauk Kaz. SSR, Ser. Khim. (6), 44 (1985); Chem. Abstr. 105, 133492 (1986).
6. A. Kh. Ergalieva, D. Kh. Sembaeva and B. V. Suvorov, Izv. Akad. Nauk Kaz. SSR, Ser. Khim. (6), 44 (1985); Chem. Abstr. 105, 133492 (1986).
7. N. G. Digurov, I. I. Kon'kov and T. V. Bukharkina, Izv. Vyssh. Uchebn. Zaved., Khim. Khim Tekhnol. 33, 43 (1990); Chem. Abstr. 114, 23533 (1991).
8. N. G. Digurov, I. I. Kon'kov and T. V. Bukharkina, Izv. Vyssh. Uchebn. Zaved., Khim. Khim Tekhnol. 33, 43 (1990); Chem. Abstr. 114, 23533 (1991).
9. B. V. Suvorov, D. Kh. Sembaeva, G. D. Trocheva, R. U. Umarova, Sh. B. Shalabaev and A. Kh. Ergalieva, Tr. Inst. Khim. Nauk. Akad. Nauk Kaz. SSR, 55, 3 (1981); Chem. Abstr. 97, 24255 (1982).
10. B. V. Suvorov, D. Kh. Sembaeva, G. D. Trocheva, R. U. Umarova, Sh. B. Shalabaev and A. Kh. Ergalieva, Tr. Inst. Khim. Nauk. Akad. Nauk Kaz. SSR, 55, 3 (1981); Chem. Abstr. 97, 24255 (1982).
11. F. Barba, A. Guirado and A. Soler, An. Univ. Murcia. Cienc. 32, 63 (1975).
12. A. Guirado, F. Barba and J. A. Franco, Electrochim. Acta 27, 1621 (1982).
13. E. Raoult, J. Sarrazin and A. Tallec, J. Appl. Electrochem. 14, 639 (1984).
14. Yu. N. Ogibin, M. N. Elinson, A. B. Sokolov and G. I. Nikishin, Izv. Akad. Nauk SSSR, Ser. Khim. 494 (1990); Bull. Acad. Sci. USSR, Div. Chem. Sci. 39, 432 (1990).
15. Yu. N. Ogibin, M. N. Elinson, A. B. Sokolov and G. I. Nikishin, Izv. Akad. Nauk SSSR, Ser. Khim. 494 (1990); Bull. Acad. Sci. USSR, Div. Chem. Sci. 39, 432 (1990).
16. Yu. N. Ogibin, A. B. Sokolov, A. I. Ilovaisky, M. N. Elinson and G. I. Nikishin, Izv. Akad. Nauk SSSR, Ser. Khim. 644 (1991); Bull. Acad. Sci. USSR, Div. Chem. Sci. 40, 561 (1991).
17. Yu. N. Ogibin, A. B. Sokolov, A. I. Ilovaisky, M. N. Elinson and G. I. Nikishin, Izv. Akad. Nauk SSSR, Ser. Khim. 644 (1991); Bull. Acad. Sci. USSR, Div. Chem. Sci. 40, 561 (1991).
18. Yu. N. Ogibin, A. I. Ilovaisky and G. I. Nikishin, Izv. Rus. Akad. Nauk, Ser. Khim. 140 (1993); Rus. Chem. Bull. 42, 126 (1993).
19. Yu. N. Ogibin, A. I. Ilovaisky and G. I. Nikishin, Izv. Rus. Akad. Nauk, Ser. Khim. 140 (1993); Rus. Chem. Bull. 42, 126 (1993).
20. Yu. N. Ogibin, A. I. Ilovaisky and G. I. Nikishin, Izv. Rus. Akad. Nauk, Ser. Khim. 1624 (1994); Rus. Chem. Bull. 43, 1536 (1994).
21. Yu. N. Ogibin, A. I. Ilovaisky and G. I. Nikishin, Izv. Rus. Akad. Nauk, Ser. Khim. 1624 (1994); Rus. Chem. Bull. 43, 1536 (1994).
22. Yu. N. Ogibin, A. I. Ilovaisky, V. M. Merkulova and G. I. Nikishin, Izv. Rus. Akad. Nauk, Ser. Khim. 524 (1995); Rus. Chem. Bull. 44, 507 (1995).
23. Yu. N. Ogibin, A. I. Ilovaisky, V. M. Merkulova and G. I. Nikishin, Izv. Rus. Akad. Nauk, Ser. Khim. 524 (1995); Rus. Chem. Bull. 44, 507 (1995).
24. Yu. N. Ogibin, A. I. Ilovaisky and G. I. Nikishin, J. Org. Chem. 61, 3256 (1996).
25. A. Merz, F. Dietl, R. Tomahogh, G. Weber and G. M. Sheldrick, Tetrahedron 40, 665 (1984).
26. E. V. Lichtenthaler and A. El. Scherbiney, Chem. Ber. 101, 1799 (1968).
27. S. Hauptmann, A. Blaskovitz and P Hunger, J. Prakt. Chem. 37, 72 (1968).
28. C. K. Fay, J. B. Grutzner, F. Johnson, S. Sternhell and P. W. Westermann, J. Org. Chem. 38, 3122 (1973).
29. T. D. Ocain, D. D. Deininger, R. Russo, N. A. Senko, A. Katz, J. M. Kitzen, R. Mitchell, G. Oshiro, A. Russo, R. Stupienski, and R. J. McCoully, J. Med. Chem. 35, 823 (1992); Chem. Abstr. 116, 152338 (1992).
30. T. D. Ocain, D. D. Deininger, R. Russo, N. A. Senko, A. Katz, J. M. Kitzen, R. Mitchell, G. Oshiro, A. Russo, R. Stupienski, and R. J. McCoully, J. Med. Chem. 35, 823 (1992); Chem. Abstr. 116, 152338 (1992).
31. B. D. Gates and J. S. Swenton, Tetrahedron Lett. 33, 2127 (1992).
32. S. Winstein, E. A. Allred, R. Heck and R. Glick, Tetrahedron 3, 1 (1958).
33. E. A. Allred and S. Winstein, J. Am. Chem. Soc. 89, 4012 (1967).
34. L. Rand, J. V. Swisher and C. J. Crown, J. Org. Chem. 27, 3505 (1962).
35. T. Yanami, M. Kato and A. Yoshikoshi, Chem. Commun., 726 (1975).
36. R. E. A. Dear and E. E. Gilbert, J. Org. Chem. 33, 1690 (1968).
37. W. Adam, A. Casado and M. A. Miranda, Angew. Chem. 99, 818 (1987).
38. S. Steenken and R. A. McClelland, J. Am. Chem. Soc. 111, 4967 (1989).