Electroreduction of organic compounds. 28. Partial hydrogenation of polycyclic aromatic hydrocarbons by electroreduction in protic solvents

Journal fur Praktische Chemie - Chemiker - Zeitung

Volumn 338, Issue 4, 1996, Pages 337-344

  Anowski, S ^a   Voss, J ^a  

^a UNIVERSITY OF HAMBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0038413307     PISSN: 09411216     EISSN: None     Source Type: Journal    
DOI: 10.1002/prac.19963380166     Document Type: Article

References (26)

1. Part 27: J. Gassmann, J. Voss, G. Adiwidjaja, Z. Naturforsch. 51b (1996) 417
2. G. Eisenbrand, M. Metzler, "Toxikologie für Chemiker", p. 174, Georg Thieme Verlag, Stuttgart 1994
3. a) B. Mahro, M. Kästner, BioEngineering 9 (1993) 50;
4. b) B. Mahro, M. Kästner, M. Breuer-Jammali, G. Schaefer, V. Kasche, in "Bodensanierung" (Ed. R. Stegmann, p. 75, Economia Verlag, Bonn 1993;
5. c) M. Zander, in "The Handbook of Environmental Chemistry" (Ed. O. Hutzinger), Vol. 3, part A, p. 109, Springer Verlag, Berlin 1980
6. G. Rippen (Ed.), "Handbuch Umweltchemikalien", Ecomed Verlagsgesellschaft, Landsberg/Lech, vol. 5 and 7, 1992
7. a) A.J. Fry, W.E. Britton, "Topics in Organic Electrochemistry" p. 1, Plenum Press, New York, 1986;
8. nd ed., pp. 105, 225, John Wiley and Sons, New York 1989
9. E. Kariv-Miller, R.I. Pacut, G.K. Lehman, Top. Curr. Chem. 148 (1988) 98 and literature cited therein
10. A. Streitwieser, "Molecular Orbital Theory for Organic Chemists", p. 173, John Wiley and Sons, New York, 1961
11. a) H. Lund, H. Douplex, M.A. Michel, G. Mousset, J. Simonet, Electrochim. Acta 19 (1974) 629;
12. b) E. Kariv-Miller, R. I. Pacut, Tetrahedron 42 (1986) 2185
13. D. Robin, M. Comtois, A. Martel, R. Lemieux, A. K. Cheong, G. Belot, J. Lessard, Can. J. Chem. 68 (1990) 1218
14. Quantitative transformation of 1, 15, and 28 into the corresponding hydroderivatives 2, 16, and 29 with current efficiencies of 25%, 50%, and 31%, respectively, is also possible in a flow cell; cf. S. Anowski, W. Francke, J. Voss, Chem. Ing. Tech. 66 (1994) 974
15. M. P. Breteau, Bull. Soc. Chim. Fr. 1911, 769
16. B. Mahdavi, P. Los, M. J. Lessard, J. Lessard, Can. J. Chem. 72 (1994) 2268. No spectroscopic data for 13 or 14 are given in ref. [9] or [12]
17. 2.
18. Commercially available 15 was contaminated with 20% 16, which fact is considered in all quantitative data.
19. P. E. Hansen, O. Blaabjerg, A. Berg, Acta Chem. Scand. 32B (1978) 720
20. F. Gerson, Hochauflösende ESR-Spektroskopie, Verlag Chemie, Weinheim 1967
21. The electroreduction of 32 was performed in a divided cell.
22. S. Anowski, PhD thesis, Univ. Hamburg 1994. The microbiological investigation was performed in cooperation with Dr. M. Kästner and Mrs. M. Breuer-Jammali, Technical University, Hamburg-Harburg, Germany.
23. S. Anowski, W. Francke, J. Voß, Bruker Application Note HPLC 117 (Bremen) 1993. We thank Dr. R. Edler and the Bruker Company who placed the device at our disposal.
24. D. Perlman, D. Davidson, M. T. Bogert, J. Org. Chem. 1 (1936) 228
25. G. Mann, A. Sicker, R. Herzschuh, W. Engewald, K. Praefcke, J. Prakt. Chem. 331 (1989) 267
26. S. E. Hunt, A. S. Lindsey, J. Chem. Soc. 1958, 2229