Metal reduction of di- and trisubstituted styrylbenzenes: Formation of the highly charged tetra- and hexaanions

Journal of Physical Organic Chemistry

Volumn 12, Issue 4, 1999, Pages 333-339

  Benshafrut, Ronnie ^a   Rabinovitz, Mordecai ^a   Dee Noor Barzilay, Zohar ^a   De Meijere, Armin ^b  

^a HEBREW UNIVERSITY OF JERUSALEM   (Israel)

^b UNIVERSITY OF GÖTTINGEN   (Germany)

Author keywords

Highly charged hexaanions; Highly charged tetraanions; Metal reduction; Substituted styrylbenzeres

Indexed keywords

EID: 0006617235     PISSN: 08943230     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-1395(199904)12:4<333::AID-POC118>3.0.CO;2-J     Document Type: Article

References (30)

1. (a) B. Tian, G. Zerbi and K. Müllen, J. Chem. Phys. 95, 3198-3207 (1991);
2. (b) R. Schenk, H. Gregorius, K. Meerholz, J. Heinze and K. Müllen, J. Am. Chem. Soc., 113, 2634-2647 (1991);
3. (c) R. Erckel and H. Frubeis, Z. Naturforsch Teil H 371, 1472-1480 (1982);
4. (d) H. Meier, Angew. Chem., Int. Ed. Engl. 31, 1399-1420 (1992); U. Scherf and K. Müllen, Synthesis, 23-38 (1992);
5. (d) H. Meier, Angew. Chem., Int. Ed. Engl. 31, 1399-1420 (1992); U. Scherf and K. Müllen, Synthesis, 23-38 (1992);
6. (e) A. Böhnen, H. J. Rader and K. Müllen, Synth. Met. 47, 37-63 (1992);
7. (f) K. Müllen, Pure Appl. Chem., 65, 89-96 (1993);
8. (g) F. Naso, Pure Appl. Chem., 60, 79-88 (1988);
9. (h) F. Baburdi, V. Fiandanese, F. Naso and A. Punzi, Tetrahedron Lett. 35, 2067-2070 (1994);
10. (i) F. Baburdi, V. Fiandanese, L. Mazzone and F. Naso, Tetrahedron Lett. 35, 8847-8850 (1994).
11. H. Gregorius, M. Baumgarten, R. Reuter, N. Tyutyulkov and K. Müllen, Angew. Chem., Int. Ed. Engl. 31, 1653-1655 (1992).
12. (a) H. Gregorius, M. Baumgarten, R. Reuter, N. Tyutyulkov and K. Müllen, Angew. Chem., Int. Ed. Engl. 31, 1653-1655 (1992);
13. (b) E. Shabtai, M. Rabinovitz, B. König, B. Knieriem and A. de Meijere, J. Chem. Soc., Perkin Trans. 2 2589-2595 (1996).
14. A. Böhm, M. Adam, H. Mauermann, S. Stein and K. Müllen, Tetrahedron Lett. 33, 2795 (1992).
15. H. W. Gibson, S. Kaplan, R. A. Mosher, W. H. Prets Jr and R. J. Weagley, J. Am. Chem. Soc. 22, 6843-6851 (1986).
16. (a) J. Klein, Tetrahedron 39, 2733 (1983);
17. (b) J. Klein, A. Medlik and Y. Meyer, Tetrahedron 32, 51 (1976);
18. (c) Y. Cohen, J. Klein and M. Rabinovitz, J. Am. Chem. Soc. 110, 4634-4640 (1988);
19. (d) J. Klein and K. Medlik, J. Chem. Soc., Chem. Commun. 275 (1973);
20. (e) L. Zelikovich, R. E. Hoffman, A. Ayalon and M. Rabinovitz, J. Chem. Soc. Perkin Trans. 2 1785 (1992).
21. A. Lansky, O. Reiser and A. De Meijere, Synlett. 405-406 (1990).
22. A. Lansky, Dissertation, Universität Göttingen (1992).
23. (a) G. Fraenkel, R. E. Carter, A. McLachlan and J. H. Richards, J. Am. Chem. Soc. 82, 5846 (1960);
24. (b) D. G. Farnum, Adv. Phys. Org. Chem., 1, 123 (1975);
25. (c) B. Eliasson, U. Edlund and K. Müllen, J. Chem. Soc., Perkin Trans. 2 937 (1986);
26. (d) K. Müllen, Chem. Rev. 84, 603 (1984).
27. E. Shabtai, M. Rabinovitz, B. König, B. Knieriem and A. de Meijere, J. Chem. Soc., Perkin Trans. 2 2589-2595 (1996).
28. R. Schenk, H. Gregorius, K. Meerholz, J. Heinze and K. Müllen, J. Am. Chem. Soc. 113, 2634-2647 (1991).
29. R. Schenk, H. Gregorius and K. Müllen, Adv. Mater. 3, 492-496 (1991).
30. T. E. Hogen-Esch and J. Smid, J. Am. Chem. Soc. 88, 307 (1966).