Electroreduction of aromatics using magnesium electrodes in aprotic solvents containing alcoholic proton donors

Electrochimica Acta

Volumn 48, Issue 17, 2003, Pages 2405-2409

  Ishifune, Manabu ^a   Yamashita, Hajime ^a   Kera, Yoshiya ^a   Yamashita, Natsuki ^a   Hirata, Keiichiro ^b   Murase, Hiroaki ^c   Kashimura, Shigenori ^a  

^a KINKI UNIVERSITY   (Japan)

^b KYOTO UNIVERSITY   (Japan)

^c OSAKA GAS CO LTD   (Japan)

Author keywords

1,4 Cyclohexadienes; Aromatic compounds; Birch reduction; Cathodic reduction; Magnesium electrode

Indexed keywords

ANODES; AROMATIC COMPOUNDS; DEUTERIUM; ELECTROLYTES; ELECTRON TRANSITIONS; ORGANIC SOLVENTS; PROTONS; REDUCTION;

PROTON DONORS;

ELECTROCHEMICAL ELECTRODES;

EID: 0038071479     PISSN: 00134686     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0013-4686(03)00259-7     Document Type: Article

References (32)

1. Birch A.J. J. Chem. Soc. 1944;430.
2. Birch A.J., Nasipuri D. Tetrahedron. 6:1959;148.
3. Rabideau P.W. Tetrahedron. 45:1989;1579.
4. Chaussard J., Combellas C., Thiebault A. Tetrahedron Lett. 28:1987;1173.
5. Benkeser R.A., Kaiser E.M. J. Am. Chem. Soc. 85:1963;2858.
6. Benkeser R.A., Kaiser E.M., Lambert R.F. J. Am. Chem. Soc. 86:1964;5272.
7. Sternberg H.W., Markby R.E., Wender I., Mohilner D.M. J. Electrochem. Soc. 113:1966;1060.
8. Sternberg H.W., Markby R.E., Wender I., Mohilner D.M. J. Am. Chem. Soc. 91:1969;4191.
9. Misano A., Osa T., Yamagishi T., Kodama T. J. Electrochem. Soc. 115:1968;266.
10. Swenson K.E., Zemach D., Nanjundiah C., Karive-Miller E. J. Org. Chem. 48:1983;1777.
11. Kariv-Miller E., Swenson K.E., Zemach D. J. Org. Chem. 48:1983;4210.
12. Coleman J.P., Wagenknecht J.H. J. Electrochem. Soc. 128:1981;322.
13. Shono T., Masuda H., Murase H., Shimomura M., Kashimura S. J. Org. Chem. 57:1992;1061.
14. Kashimura S., Murai Y., Ishifune M., Masuda H., Murase H., Shono T. Tetrahedron Lett. 36:1995;4805.
15. Kashimura S., Murai Y., Yoshihara D., Kataoka Y., Murase H., Shono T. Tetrahedron Lett. 38:1997;6717.
16. Kashimura S., Murai Y., Ishifune M., Masuda H., Shimomura M., Murase H., Shono T. Acta Chim. Scand. 53:1999;949.
17. Ishifune M., Yamashita H., Matsuda M., Ishida H., Yamashita N., Kera Y., Kashimura S., Masuda H., Murase H. Electrochim. Acta. 46:2001;3259.
18. Kashimura S., Yamashita H., Murai Y., Kera Y., Yamashita N., Murase H., Ishifune M. Electrochim. Acta. 48:2002;7.
19. Weinberg N.L. Technique of Electroorganic Synthesis. 1-3:1974;1982 Wiley, New York.
20. Baizer M.M., Lund H. Organic Electrochemistry. second ed. 1983;Marcel Dekker, New York.
21. Belotti D., Cossy J., Pete J.J.P., Portella C. J. Org. Chem. 51:1986;4196.
22. T. Miura, T. Murayama, T. Kobayashi, T. Sato, Jpn Tokkyo Koho JP 03193743 A2.
23. Magdziak D., Pettus L.H., Pettus T.R. Org. Lett. 3:2001;557.
24. Horne D., Holm M., Oberg C., Chao S., Young D.G. J. Essential Oil Res. 13:2001;387.
25. Soederberg B.C., Aakermark B., Hall S.S. J. Org. Chem. 53:1988;2925.
26. Jordan M.C., István P., Maitland J. J. Am. Chem. Soc. 121:1999;7595.
27. Landais Y., Zekri E. Tetrahedron Lett. 42:2001;6547.
28. Mayr H., Lang G., Ofial A.R. J. Am. Chem. Soc. 124:2002;4076.
29. Anowski S., Voss J. J. Prakt. Chem./Chem.-Ztg. 338:1996;337.
30. Singhal N., Singh A., Yadav A.K. J. Electrochem. Soc. India. 50:2001;90.
31. Krapcho A.P., Bothner-By A.A. J. Am. Chem. Soc. 81:1959;3658.
32. Howaed E.Z., Patrici A.W. J. Am. Chem. Soc. 115:1993;2205.