Electrochemical Study of Nickel (salen) and Cobalt (salen) Derivative Complexes in the Presence of Unsaturated Halides

E. Duñach, A.P. Esteves^a, L.F.M. Leite^a), M.A. Lemos^a), M.J. Medeiros^{a) *}, S. Olivero

Laboratoire Arômes, Synthèses et Interactions, Université de Nice-Sophia Antipolis, Parc Valrose, 06108 Nice Cedex 2, France

^a) Centro de Química/IBQF, Universidade do Minho, Largo do Paço, 4700-320 Braga, Portugal

Received 7 December 2002; accepted in revised form 7 April 2003

Abstract

The electrochemical intramolecular cyclisation of allyl 2-bromophenyl ethers in N,N'-dimethylformamide at constant current in a diaphragmless cell has been developed using Ni(II) and Co(II) complexes as electron-transfer mediators. Cyclic compounds are obtained in good yields under appropriate experimental conditions.

Keywords: electron transfer, cyclisation, nickel, cobalt, radicals, heterocycles.

Texto completo disponível apenas em PDF.

Full text only available in PDF format.

References

1. B. Giese, B. Kopping, T. Gobel, J. Dickhaut, G. Thoma, F. Trach, Org. React. 48 (1996) 301-856 (and references cited therein).        [ Links ]

2. S. Ozaki, E. Matsui, J. Waku, H. Ohmori, Tetrahedron Lett. 38 (1997) 2705-2708 (and references cited therein).         [ Links ]

3. S. Olivero, J.C. Clinet, E. Duñach, Tetrahedron Lett. 36 (1995) 4429-4432.        [ Links ]

4. S. Olivero, J.P. Rolland, E. Duñach, Organometallics 17 (1998) 3747-3753.        [ Links ]

5. S. Ozaki, H. Matsushita, H. Ohmori, J. Chem. Soc., Chem. Commun. (1992) 1120-1122.        [ Links ]

6. M. Ihara, A. Katsumata, F. Setsu, Y. Tokunaga, K. Fukumoto, J. Org. Chem. 61 (1996) 677-684.        [ Links ]

7. A.P. Esteves, A.M. Freitas, M.J. Medeiros, D. Pletcher, J. Electroanal. Chem. 499 (2001) 95-102.        [ Links ]

8. M.S. Mubarak, D.G. Peters, J. Electroanal. Chem. 332 (1992) 127-134.        [ Links ]

9. S. Ozaki, I. Horiguchi, H. Matsushita, H. Ohmori, Tetrahedron Lett. 35 (1994) 725-728.        [ Links ]

10. E. Duñach, A.P. Esteves, A.M. Freitas, M.A. Lemos, M.J. Medeiros, S. Olivero, Pure Appl. Chem 7 (2001) 1941-1945.        [ Links ]

11. J. Chaussard, J.-C. Folest, J.-Y. Nedelec, J. Perichon, S. Sibille, M. Troupel, Synthesis (1990) 369.        [ Links ]

* Corresponding author. E-mail address: medeiros@quimica.uminho.pt.