Activation and regioselective ortho-functionalization of phenols promoted by 'Cp*z.ast;Ir' fragment: Synthesis, structures and applications to organic synthesis. Cp*=C5Me5

Journal of Organometallic Chemistry

Volumn 567, Issue 1-2, 1998, Pages 57-63

  Le Bras, Jean ^a   Amouri, Hani ^a   Vaissermann, Jacqueline ^a  

^a CNRS   (France)

Author keywords

Dienone; Iridium; Nucleophilic ortho functionalization; Oxo dienyl; Phenol

Indexed keywords

EID: 0002284959     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-328X(98)00668-8     Document Type: Article

References (25)

1. (a) J.P. Collman, L.S. Hegedus, J.R. Norton, R.G. Finke, Principles and Applications of Organotransition Metal Chemistry, Chapter 20, University Science Books, Mill Valley, CA, 1987, p. 921.
2. (b) L.S. Hegedus, Transition Metals in the Synthesis of Complex Organic Molecules, Chapter 10, University Science Books, Mill Valley, CA, 1994, p. 307.
3. B. Nicholls, M.C. Whitting, J. Chem. Soc. (1959) 551.
4. M.F. Semmelhack, in: E.W. Abel, F.G.A. Stone, G. Wilkinson (Eds), Comprehensive Organometallic Chemistry II, vol. 12, Pergamon Press, Oxford, 1995, p. 979, and references therein.
5. S. Sun, C.A. Dullaghan, D.A. Sweigart, J. Chem. Soc., Dalton Trans. (1996) 4493, and references therein.
6. Pearson A.J. Comp. Org. Synth. 4:1991;663.
7. Chung Y.K., Williard P.G., Sweigart D.A. Organometallics. 1:1982;1053.
8. (a) J. Le Bras, H. Amouri, J. Vaissermann, Organometallics 15 (1996) 5706.
9. (b) J. Le Bras, M.N. Rager, Y. Besace, J. Vaissermann, H. Amouri, Organometallics 16 (1997) 1765.
10. White C., Thompson S.J., Maitlis P.M. J. Organomet. Chem. 415:1977;127.
11. Le Bras J., Amouri H., Besace Y., Vaissermann J., Jaouen G. Bull. Soc. Chim. Fr. 132:1995;1073.
12. Thompson S.J., Bailey P.M., White C., Maitlis P.M. Angew. Chem. Int. Engl. 15:1976;490.
13. F. Moulines, L. Djakovitch, M.-H. Delville-Desbois, F. Robert, P. Gouzerh, D. Astruc, J. Chem. Soc., Chem. Commun. (1995) 463.
14. Koelle U., Wang M.J., Raabe G. Organometallics. 10:1992;2573.
15. Lee S. -G., Kim J. -A., Chung Y.K., Yoon T. -S., Kim N. -J., Shin W., Kim J., Kim K. Organometallics. 14:1995;1023.
16. (a) H.-M. He, M. Cushman, Bioorg. Med. Chem. Lett. 4 (1994) 1725.
17. (b) M. Cushman, H.M. He, J.A. Katzenellenbogen, C.M. Lin, E. Hamel, J. Med. Chem. 38 (1995) 2041, and references therein.
18. Birch A.J., Chamberlain K.B. Org. Synth. 57:1977;107.
19. 4-dienone complexes are rare in the literature, see: (a)W.D. Wulff, B.M. Bax, T.A. Brandvold, K.S. Chan, A.M. Gilbert, R.P. Hsung, J. Mitchell, J. Clardy, Organometallics 13 (1994) 102.
20. + is presented.
21. (a) M.E. Kopach, J. Gonzalez, W.D. Harman, J. Am. Chem. Soc. 114 (1992) 1736.
22. (b) M.E. Kopach, W.D. Harman, J. Am. Chem. Soc. 116 (1994) 6581.
23. J. Le Bras, H. Amouri, submitted.
24. D.J. Watkin, J.R. Carruthers, P.W. Betteridge, Crystals User Guide, Chemical Crystallography Laboratory, University of Oxford, Oxford, UK, 1988.
25. D.T. Cromer, International Tables for X-ray Crystallography, vol. IV, Kynoch Press, Birmingham, UK, 1974.