Cyclopentadienyl-substituted phosphaferrocenes: Synthesis of a bis(phosphaferrocene) P,P-chelate ligand

Organometallics

Volumn 18, Issue 26, 1999, Pages 5444-5446

  Ganter, Christian ^a   Kaulen, Corinna ^a   Englert, Ulli ^a  

^a RWTH AACHEN UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001664244     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om9905207     Document Type: Article

References (32)

1. For some selected references see: (a) Kettenbach, R. T.; Bonrath, W.; Butenschön, H. Chem. Ber. 1993, 726, 1657. (b) van der Zeijden, A. A. H. Tetrahedron: Asymmetry 1995, 6,913. (c) van der Zeijden, A. A. H.; Mattheis, C.; Fröhlich, R.; Zippel, F. Inorg. Chem. 1997, 36,4444. (d) van der Zeijden, A. A. H.; Mattheis, C.; Fröhlich, R. Organometallics 1997, 16, 2651. (e) Nishibayashi, Y.; Takei, I.; Hidai, M. Organometallics 1997, 16, 3091. (f) Trost, B. M.; Vidai, B.; Thommen, M. Chem. Eur. J. 1999, 5, 1055.
2. For some selected references see: (a) Kettenbach, R. T.; Bonrath, W.; Butenschön, H. Chem. Ber. 1993, 726, 1657. (b) van der Zeijden, A. A. H. Tetrahedron: Asymmetry 1995, 6,913. (c) van der Zeijden, A. A. H.; Mattheis, C.; Fröhlich, R.; Zippel, F. Inorg. Chem. 1997, 36,4444. (d) van der Zeijden, A. A. H.; Mattheis, C.; Fröhlich, R. Organometallics 1997, 16, 2651. (e) Nishibayashi, Y.; Takei, I.; Hidai, M. Organometallics 1997, 16, 3091. (f) Trost, B. M.; Vidai, B.; Thommen, M. Chem. Eur. J. 1999, 5, 1055.
3. For some selected references see: (a) Kettenbach, R. T.; Bonrath, W.; Butenschön, H. Chem. Ber. 1993, 726, 1657. (b) van der Zeijden, A. A. H. Tetrahedron: Asymmetry 1995, 6,913. (c) van der Zeijden, A. A. H.; Mattheis, C.; Fröhlich, R.; Zippel, F. Inorg. Chem. 1997, 36,4444. (d) van der Zeijden, A. A. H.; Mattheis, C.; Fröhlich, R. Organometallics 1997, 16, 2651. (e) Nishibayashi, Y.; Takei, I.; Hidai, M. Organometallics 1997, 16, 3091. (f) Trost, B. M.; Vidai, B.; Thommen, M. Chem. Eur. J. 1999, 5, 1055.
4. For some selected references see: (a) Kettenbach, R. T.; Bonrath, W.; Butenschön, H. Chem. Ber. 1993, 726, 1657. (b) van der Zeijden, A. A. H. Tetrahedron: Asymmetry 1995, 6,913. (c) van der Zeijden, A. A. H.; Mattheis, C.; Fröhlich, R.; Zippel, F. Inorg. Chem. 1997, 36,4444. (d) van der Zeijden, A. A. H.; Mattheis, C.; Fröhlich, R. Organometallics 1997, 16, 2651. (e) Nishibayashi, Y.; Takei, I.; Hidai, M. Organometallics 1997, 16, 3091. (f) Trost, B. M.; Vidai, B.; Thommen, M. Chem. Eur. J. 1999, 5, 1055.
5. For some selected references see: (a) Kettenbach, R. T.; Bonrath, W.; Butenschön, H. Chem. Ber. 1993, 726, 1657. (b) van der Zeijden, A. A. H. Tetrahedron: Asymmetry 1995, 6,913. (c) van der Zeijden, A. A. H.; Mattheis, C.; Fröhlich, R.; Zippel, F. Inorg. Chem. 1997, 36,4444. (d) van der Zeijden, A. A. H.; Mattheis, C.; Fröhlich, R. Organometallics 1997, 16, 2651. (e) Nishibayashi, Y.; Takei, I.; Hidai, M. Organometallics 1997, 16, 3091. (f) Trost, B. M.; Vidai, B.; Thommen, M. Chem. Eur. J. 1999, 5, 1055.
6. For some selected references see: (a) Kettenbach, R. T.; Bonrath, W.; Butenschön, H. Chem. Ber. 1993, 726, 1657. (b) van der Zeijden, A. A. H. Tetrahedron: Asymmetry 1995, 6,913. (c) van der Zeijden, A. A. H.; Mattheis, C.; Fröhlich, R.; Zippel, F. Inorg. Chem. 1997, 36,4444. (d) van der Zeijden, A. A. H.; Mattheis, C.; Fröhlich, R. Organometallics 1997, 16, 2651. (e) Nishibayashi, Y.; Takei, I.; Hidai, M. Organometallics 1997, 16, 3091. (f) Trost, B. M.; Vidai, B.; Thommen, M. Chem. Eur. J. 1999, 5, 1055.
7. For ferrocenes see: (a) Togni, A.; Hayashi, T. Ferrocenes; VCH: Weinheim, Germany, and New York, 1995. For bent-metallocene systems see for example: (b) Bertuleit, A.; Fritze, C.; Erker, G.; Fröhlich, R. Organometallics 1997,16, 2891. (c) Bosch, B.; Erker, G.; Fröhlich, R.; Meyer, O. Organometallics 1997, 16, 5449. (d) Karsch, H. H.; Graf, V.; Reisky, M.; Witt, E. Eur. J. Inorg. Chem. 1998, 1403. (e) Schumann, H.; Rosenthal, E. C. E.; Demtschuk, J.; Molander, G. A. Organometallics 1998, 17, 5324.
8. For ferrocenes see: (a) Togni, A.; Hayashi, T. Ferrocenes; VCH: Weinheim, Germany, and New York, 1995. For bent-metallocene systems see for example: (b) Bertuleit, A.; Fritze, C.; Erker, G.; Fröhlich, R. Organometallics 1997,16, 2891. (c) Bosch, B.; Erker, G.; Fröhlich, R.; Meyer, O. Organometallics 1997, 16, 5449. (d) Karsch, H. H.; Graf, V.; Reisky, M.; Witt, E. Eur. J. Inorg. Chem. 1998, 1403. (e) Schumann, H.; Rosenthal, E. C. E.; Demtschuk, J.; Molander, G. A. Organometallics 1998, 17, 5324.
9. For ferrocenes see: (a) Togni, A.; Hayashi, T. Ferrocenes; VCH: Weinheim, Germany, and New York, 1995. For bent-metallocene systems see for example: (b) Bertuleit, A.; Fritze, C.; Erker, G.; Fröhlich, R. Organometallics 1997,16, 2891. (c) Bosch, B.; Erker, G.; Fröhlich, R.; Meyer, O. Organometallics 1997, 16, 5449. (d) Karsch, H. H.; Graf, V.; Reisky, M.; Witt, E. Eur. J. Inorg. Chem. 1998, 1403. (e) Schumann, H.; Rosenthal, E. C. E.; Demtschuk, J.; Molander, G. A. Organometallics 1998, 17, 5324.
10. For ferrocenes see: (a) Togni, A.; Hayashi, T. Ferrocenes; VCH: Weinheim, Germany, and New York, 1995. For bent-metallocene systems see for example: (b) Bertuleit, A.; Fritze, C.; Erker, G.; Fröhlich, R. Organometallics 1997,16, 2891. (c) Bosch, B.; Erker, G.; Fröhlich, R.; Meyer, O. Organometallics 1997, 16, 5449. (d) Karsch, H. H.; Graf, V.; Reisky, M.; Witt, E. Eur. J. Inorg. Chem. 1998, 1403. (e) Schumann, H.; Rosenthal, E. C. E.; Demtschuk, J.; Molander, G. A. Organometallics 1998, 17, 5324.
11. For ferrocenes see: (a) Togni, A.; Hayashi, T. Ferrocenes; VCH: Weinheim, Germany, and New York, 1995. For bent-metallocene systems see for example: (b) Bertuleit, A.; Fritze, C.; Erker, G.; Fröhlich, R. Organometallics 1997,16, 2891. (c) Bosch, B.; Erker, G.; Fröhlich, R.; Meyer, O. Organometallics 1997, 16, 5449. (d) Karsch, H. H.; Graf, V.; Reisky, M.; Witt, E. Eur. J. Inorg. Chem. 1998, 1403. (e) Schumann, H.; Rosenthal, E. C. E.; Demtschuk, J.; Molander, G. A. Organometallics 1998, 17, 5324.
12. (a) Ganter, C.; Brassat, L.; Glinsböckel, C.; Ganter, B, Organometallics 1997, 16, 2862.
13. (b) Ganter, C.; Brassat, L.; Ganter, B. Chem. Ber. 1997, 130, 1771.
14. (c) Ganter, C.; Glinsböckel, C.; Ganter, B. Eur. J. Inorg. Chem. 1998, 1163.
15. (d) Braasat, L.; Ganter, B.; Ganter, C. Chem. Eur. J. 1998, 4, 2148.
16. (a) Bildstein, B.; Hradsky, A.; Kopacka, H.; Malleier, R.; Ongania, K.-H. J. Organomet. Chem. 1997, 540, 127.
17. (b) For the analogous condensation with fluorene see: Wright, M. E.; Cochran, B. B. Organometallics 1993, 12, 3873.
18. 56Fe, 308.04173; found, 308.04166.
19. 3 in THF (2.11 mL, 3.33 mmol, 1.5 equiv) at room temperature. The mixture was stirred for 1 h, and the precipitate was isolated by filtration and washed with hexane to give a yellow-orange powder of Na-3 (627 mg, 1.89 mmol, 85%) after drying, which was immediately used for the preparation detailed in ref 7.
20. 3: C, 60.58; H, 5.38. Found: C, 60.42; H, 5.40.
21. Ganter, C.; Brassat, L.; Ganter, B. Tetrahedron: Asymmetry 1997, 8, 2607.
22. 3Mo: C, 51.74; H, 4.11. Found: C, 51.85; H, 4.18.
23. w = 0.037 for 4652 observed reflections (I > σ(I)). Crystallographic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-136784. Copies of the data can be obtained free of charge on application to The Director, CCDC, 12 Union Road, Cambridge CB2 IEZ, U.K. (fax, int. +1223/336-033; E-mail, teched@chemcrys.cam.ac.uk).
24. (a) Reference 3b. See also:
25. (b) Hill, T. G.; Haltiwanger, C.; Prout, T. R.; Norman, A. D. Inorg. Chem. 1989, 28, 3461.
26. (c) Wong, E. H.; Bradley, F. C.; Gabe, E. J. J. Organomet. Chem. 1983, 244, 235.
27. (d) Balakrishna, M. S.; Prakasha, T. K.; Krishnamurthy, S. S.; Siriwardane, U.; Hosmane, N. S. J. Organomet. Chem. 1990, 390, 203.
28. +/Fc = 0.4 V under experimental conditions).
29. Lemoine, P.; Gross, M.; Braunstein, P.; Mathey, F.; Deschamps, B.; Nelson, J. H. Organometallics 1984, 3, 1303.
30. For a comprehensive recent review see: Trost, B. M.; van Vrancken, D. L. Chem. Rev. 1996, 96, 395.
31. 16
32. Brown, J. M.; Hulmes, D. I.; Guiry, P. J. Tetrahedron 1994, 15, 4499.