Rearrangement of carbiminium carbonylmetalates by mutual exchange of alkoxy- and amino functionalities (M=W, Cr) Crystal structure analyses

Journal of Organometallic Chemistry

Volumn 617-618, Issue , 2001, Pages 322-328

  Aumann, Rudolf ^a   Roths, Klaus ^a   Fröhlich, Roland ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

Carbene complexes; Carbiminium carbonylmetalates; Chromium and tungsten complexes; Enamines; Metallahexatrienes

Indexed keywords

EID: 0037723311     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-328X(00)00602-1     Document Type: Article

References (31)

1. For a recent review on (1-alkynyl)carbene complexes see: R. Aumann, H. Nienaber, Adv. Organomet. Chem. 41 (1997) 163.
2. (a) R. Aumann, K. Roths, M. Grehl, Synlett (1993) 669.
3. (b) R. Aumann, M. Köbmeier, K. Roths, R. Fröhlich, Synlett (1994) 1041.
4. (c) A.G. Meyer, R. Aumann, Synlett (1995) 1011.
5. (d) R. Aumann, A.G. Meyer, R. Fröhlich, Organometallics 15 (1996) 5018.
6. (e) R. Aumann, M. Köbmeier, Ch. Mück-Lichtenfeld, F. Zippel, Eur. J. Org. Chem. (2000) 37.
7. For a recent review on reactions of metallahexatrienes see: R. Aumann, Eur. J. Org. Chem. (2000) 17.
8. (a) R. Aumann, K. Roths, M. Läge, B. Krebs, Synlett (1993) 667.
9. (b) R. Aumann, K. Roths, R. Fröhlich, Organometallics 16 (1997) 5893.
10. R. Aumann, I. Göttker-Schnetmann, R. Fröhlich, O. Meyer, Eur. J. Org. Chem. (1999) 2545.
11. (a) A.G. Cook, Enamines: Synthesis, Structure and Reactions, in: A.G. Cook (Ed.), Marcel Dekker, New York, 1969, pp. 230-1107.
12. (b) T. Nagasaka, H. Inoue, F. Hamaguchi Heterocycles 20 (1983) 1099.
13. (c) T. Tokumitsu, Bull. Chem. Soc. Jpn. 59 (1986) 3871.
14. (d) R.J.M. Egberink, W. Verboom, P.H. Benders, S. Harkema, D.N. Reinhoudt, Recl. Trav. Chim. Pays-Bas 107 (1988) 388.
15. (e) W.K. Gibson, D. Leaver, J. Chem. Soc. Sect. C (1966) 324.
16. (f) A. Halleux, H.G. Viehe, J. Chem. Soc. Sect. C (1968) 1726.
17. (g) R. Fuks, H.G. Viehe, Chemistry of the Acetylenes, in: H.G. Viehe (Ed.), Marcel Dekker, New York, 1969, pp. 435-439.
18. (a) C.F. Huebener, L. Dorfman, M.M. Robinson, E. Donoghue, W.G. Pierson, P. Strachan, J. Org. Chem. 28 (1963) 3134.
19. (b) G.A. Berchtold, G.F. Uhlig, J. Org. Chem. 28 (1963) 1459.
20. (c) A.K. Bose, G. Mina, M.S. Manhas, E. Rzucidlo, Tetrahedron Lett. (1963) 1467.
21. (d) A.J. Birch, E.G. Hutchinson, J. Chem. Soc. Sect. C (1971) 3671.
22. (e) D.N. Reinhoudt, C.G. Kouwenhoven, Tetrahedron Lett. (1973) 3751.
23. (f) G.J. Vos, P.H. Benders, D.N. Reinhoudt, R.J.M. Egberink, S. Harkema, G.J. van Hummel, J. Org. Chem. 51 (1986) 2004.
24. For related reactions of enol ethers with compounds 1 see: (a) K.L. Faron, W.D. Wulff, J. Am. Chem. Soc. 110 (1988) 8727. (b) F. Camps, J.M. Moretó, S. Ricart, J.M. Viñas, E. Molins, C. Miravitlles, J. Chem. Soc. Chem. Commun. (1989) 1560. (c) L. Jordi, J.M. Moretó, S. Ricart, J.M. Viñas, E, Molins, C. Miravitlles, J. Organomet. Chem. 444 (1993) C28. (d) L. Jordi, F. Camps, S. Ricart, J.M. Viñas, J.M. Moretó, M. Mejias, E. Molins, J. Organomet. Chem. 494 (1995) 53. (e) For a recent review on this topic see: W.D. Wulff, K.L. Faron, J. Su, J.P. Springer, A.L. Rheingold, J. Chem. Soc. Perkin Trans. I (1999) 197.
25. For related reactions of enol ethers with compounds 1 see: (a) K.L. Faron, W.D. Wulff, J. Am. Chem. Soc. 110 (1988) 8727. (b) F. Camps, J.M. Moretó, S. Ricart, J.M. Viñas, E. Molins, C. Miravitlles, J. Chem. Soc. Chem. Commun. (1989) 1560. (c) L. Jordi, J.M. Moretó, S. Ricart, J.M. Viñas, E, Molins, C. Miravitlles, J. Organomet. Chem. 444 (1993) C28. (d) L. Jordi, F. Camps, S. Ricart, J.M. Viñas, J.M. Moretó, M. Mejias, E. Molins, J. Organomet. Chem. 494 (1995) 53. (e) For a recent review on this topic see: W.D. Wulff, K.L. Faron, J. Su, J.P. Springer, A.L. Rheingold, J. Chem. Soc. Perkin Trans. I (1999) 197.
26. For related reactions of enol ethers with compounds 1 see: (a) K.L. Faron, W.D. Wulff, J. Am. Chem. Soc. 110 (1988) 8727. (b) F. Camps, J.M. Moretó, S. Ricart, J.M. Viñas, E. Molins, C. Miravitlles, J. Chem. Soc. Chem. Commun. (1989) 1560. (c) L. Jordi, J.M. Moretó, S. Ricart, J.M. Viñas, E, Molins, C. Miravitlles, J. Organomet. Chem. 444 (1993) C28. (d) L. Jordi, F. Camps, S. Ricart, J.M. Viñas, J.M. Moretó, M. Mejias, E. Molins, J. Organomet. Chem. 494 (1995) 53. (e) For a recent review on this topic see: W.D. Wulff, K.L. Faron, J. Su, J.P. Springer, A.L. Rheingold, J. Chem. Soc. Perkin Trans. I (1999) 197.
27. For related reactions of enol ethers with compounds 1 see: (a) K.L. Faron, W.D. Wulff, J. Am. Chem. Soc. 110 (1988) 8727. (b) F. Camps, J.M. Moretó, S. Ricart, J.M. Viñas, E. Molins, C. Miravitlles, J. Chem. Soc. Chem. Commun. (1989) 1560. (c) L. Jordi, J.M. Moretó, S. Ricart, J.M. Viñas, E, Molins, C. Miravitlles, J. Organomet. Chem. 444 (1993) C28. (d) L. Jordi, F. Camps, S. Ricart, J.M. Viñas, J.M. Moretó, M. Mejias, E. Molins, J. Organomet. Chem. 494 (1995) 53. (e) For a recent review on this topic see: W.D. Wulff, K.L. Faron, J. Su, J.P. Springer, A.L. Rheingold, J. Chem. Soc. Perkin Trans. I (1999) 197.
28. For related reactions of enol ethers with compounds 1 see: (a) K.L. Faron, W.D. Wulff, J. Am. Chem. Soc. 110 (1988) 8727. (b) F. Camps, J.M. Moretó, S. Ricart, J.M. Viñas, E. Molins, C. Miravitlles, J. Chem. Soc. Chem. Commun. (1989) 1560. (c) L. Jordi, J.M. Moretó, S. Ricart, J.M. Viñas, E, Molins, C. Miravitlles, J. Organomet. Chem. 444 (1993) C28. (d) L. Jordi, F. Camps, S. Ricart, J.M. Viñas, J.M. Moretó, M. Mejias, E. Molins, J. Organomet. Chem. 494 (1995) 53. (e) For a recent review on this topic see: W.D. Wulff, K.L. Faron, J. Su, J.P. Springer, A.L. Rheingold, J. Chem. Soc. Perkin Trans. I (1999) 197.
29. Signal not observed due to dynamic line broadening.
30. Data sets were collected with Enraf Nonius CAD4 diffractometers. Programs used: data collection EXPRESS (Nonius B.V. 1994), data reduction MOLEN (K. Fair, Enraf-Nonius B.V. 1990), structure solution SHELXS-93 (G.M. Sheldrick, Acta Crystallogr. Sect. A 46 (1990) 467), structure refinement SHELXL-93 (G.M. Sheldrick, Universität Göttingen, Germany, 1997), graphics SCHAKAL (E. Keller, Universität Freiburg, 1997).
31. R. Aumann, I. Göttker-Schnetmann, R. Fröhlich, P. Saarenketo, Ch. Holst, Chem. Eur. J. accepted for publication.