Synthesis of (indenylidene)phosphoranes - A novel class of ligand precursors for main-group and transition metal organometallics

European Journal of Inorganic Chemistry

Volumn , Issue 24, 2004, Pages 4759-4763

  Rufanov, Konstantin A ^a   Ziemer, Burkhard ^a   Hummert, Markus ^b   Schutte, Stefan ^b  

^a HUMBOLDT UNIVERSITY   (Germany)

^b TECHNISCHE UNIVERSITÄT BERLIN   (Germany)

Author keywords

Bridging ligands; Constrained geometry catalysts; Cyclopentadienyl ligands; Indenyl; Isoelectronic analogues; Isolobal relationship; Phosphoranes; Phosphorus ylides; Sodium

Indexed keywords

CHELATION; LIGANDS; ORGANOMETALLICS; PHOSPHORUS; SODIUM; TRANSITION METALS;

BRIDGING LIGANDS; CONSTRAINED GEOMETRY CATALYSTS; CYCLOPENTADIENYL LIGANDS; INDENYL; ISOELECTRONIC ANALOG; ISOLOBAL RELATIONSHIP; LIGAND PRECURSORS; MAIN GROUP; PHOSPHORANES; PHOSPHORUS YLIDES;

SODIUM COMPOUNDS;

(CYCLOPENTADIENYLSILYL)AMINE; (INDENYLIDENE)PHOSPHORANE; CYCLOPENTADIENE DERIVATIVE; INDENE DERIVATIVE; LIGAND; ORGANOMETALLIC COMPOUND; PHOSPHORANE DERIVATIVE; PHOSPHORUS YLIDE; SODIUM; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYST; CHEMICAL REACTION; CHEMICAL STRUCTURE; GEOMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 11244356958     PISSN: 14341948     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejic.200400664     Document Type: Article

References (31)

1. P. J. Shapiro, E. E. Bunel, W. P. Schaefer, J. E. Bercaw, Organometallics 1990, 9, 867.
2. J. Okuda, Chem. Ber. 1990, 123, 1649.
3. J. Okuda, Top. Curr. Chem. 1991, 160, 97.
4. J. C. Stevens, F. J. Timmers, G. W. Rosen, G. W. Knight, S. Y. Lai (Dow Chemical Co.), Eur. Pat. Appl. EP0416815A2, 1991.
5. J. A. Canich (Exxon Chemical Co.), Eur. Pat. Appl. EP0420436A1, 1991.
6. J. C. Stevens, Stud. Surface Sci. Cat. 1994, 89, 111.
7. W. Kaminsky, J. Chem. Soc., Dalton Trans. 1998, 1413.
8. K. Soga, T. Uozumi, S. Nakamura, T. Toneri, T. Teranishi, T. Sano, T. Arai, Macromol. Chem. Phys. 1996, 197, 4237.
9. Y.-X. Chen, C. L. Stern, S. Yang, T. J. Marks, J. Am. Chem. Soc. 1996, 118, 12451.
10. L. Jia, X. Yang, C. L. Stern, T. J. Marks, Organometallics 1997, 16, 842.
11. A. L. McKnight, R. M. Waymouth, Chem. Rev. 1998, 98, 2587.
12. G. J. P. Britovsek, V. C. Gibson, D. F. Weiss, Angew. Chem. 1999, 111, 448.
13. G. Becker, in Methoden Org. Chem. (Houben-Weyl), Georg Thieme Verlag, Stuttgart, 1985, Bd. V/2c, p. 494.
14. K. A. Fallis, G. K. Anderson, N. P. Rath, Organometallics 1992, 11, 885.
15. 6, 25 °C): δ = -21 ppm.
16. 2Br (R = tBu or TMS) at room temperature in THF for 30 h.
17. +.
18. 17OP (316.34): calcd. C 79.73, H 5.42; found C 80.07, H 5.66.
19. 31P: 4a: δ = 32.3 ppm; 4b: δ = 23.2 ppm.
20. 23P (390.47): calcd. C 86.13, H 5.94; found C 86.19, H 5.70.
21. max. = 0.9777). G. M. Sheldrick, SADABS, Programme for absorption correction, University of Göttingen, 1996; G. M. Sheldrick, Programme for the refinement of crystal structures, SHELX-97, University of Göttingen, 1997.
22. max. = 0.9777). G. M. Sheldrick, SADABS, Programme for absorption correction, University of Göttingen, 1996; G. M. Sheldrick, Programme for the refinement of crystal structures, SHELX-97, University of Göttingen, 1997.
23. 2 were 0.0723 [1 > 2σ(I)] and 0.1638 (all). CCDC-233977 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge at www.ccdc.cam.ac.uk/conts/ retrieving.html [or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; Fax: (internat.) + 44-1223-336-033; E-mail: deposit@ccdc.cam.ac.uk].
24. 2). The yellow solution was stirred over a weekend. After concentration of the reaction mixture, it was filtered and an equal amount of pentane was slowly poured onto the solution. Crystallisation began immediately, yielding gold-yellow crystals of Na salt 7 at 0 °C after 1 d. Yield: 1.5 g (59%).
25. 5P (480.42): calcd. C 70.00, H 3.78; found C 68.15, H 4.20.
26. max. = 0.9682). G. M. Sheldrick, SADABS, Programme for absorption correction, University of Göttingen, 1996; G. M. Sheldrick, Programme for the refinement of crystal structures, SHELX-97, University of Göttingen, 1997.
27. max. = 0.9682). G. M. Sheldrick, SADABS, Programme for absorption correction, University of Göttingen, 1996; G. M. Sheldrick, Programme for the refinement of crystal structures, SHELX-97, University of Göttingen, 1997.
28. 2 were 0.0637 [I > 2σ(I)] and 0.1488 (all). CCDC-233976 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge at www.ccdc.cam.ac.uk/conts/retrieving.html [or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; Fax: (internat.) + 44-1223-336-033; E-mail: deposit@ccdc.cam.ac.uk].
29. H. Schmidbaur, U. Deschler, B. Milewski-Mahrla, B. Zimmer-Gasser, Chem. Ber. 1981, 114, 608.
30. A. Bondi, J. Phys. Chem. 1964, 68, 441.
31. K. Rufanov, Chem. Eur. J., manuscript in preparation.