Titanocene-mediated formation of phosphorus - Phosphorus bonds

Organometallics

Volumn 27, Issue 7, 2008, Pages 1393-1398

  Schaffrath, Markus ^a   Villinger, Alexander ^a   Michalik, Dirk ^a   Rosenthal, Uwe ^a   Schulz, Axel ^a  

^a UNIVERSITY OF ROSTOCK   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; BYPRODUCTS; CHEMICAL BONDS; PHOSPHORUS; STOICHIOMETRY; X RAY DIFFRACTION;

DIPHOSPHENE; TRIPHOSPHINATO COMPLEX;

ORGANOMETALLICS;

EID: 42449137002     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om701038p     Document Type: Article

References (72)

1. (a) Fischer, G.; Herler, S.; Mayer, P.; Schulz, A.; Villinger, A.; Weigand, J. Inorg. Chem. 2005, 44, 1740-1751.
2. (b) Herler, S.; Villinger, A.; Weigand, J.; Mayer, P.; Schulz, A. Angew. Chem. 2005, 117, 7968-7971;
3. Angew. Chem., Int. Ed. 2005, 44, 7790-7793.
4. (c) Mayer, P.; Schulz, A.; Villinger, A. Chem. Commun. 2006, 1236-1238.
5. Beckhaus, R. In Metallocenes - Synthesis, Reactivity, Applications; Togni, A., Halterman, R. L., Eds.; Wiley-VCH: Weinheim, Germany, 1998; Vol. 1, Titanocenes,. 153.
6. (a) Swanson, D. R.; Negishi, E. Organometallics 1991, 10, 825.
7. (b) Negishi, E.; Cederbaum, F.; Takahashi, T Tetrahedron Lett 1986, 27, 2829.
8. Kool, L. B.; Rausch, M. D.; Alt, H. G.; Herberhold, M.; Thewalt, U.; Wolf, B. Angew. Chem. 1985, 97, 425;
9. Angew. Chem., Int. Ed. 1985, 24, 394.
10. Selected reviews and book contributions: (a) Ohff, A.; Pulst, S.; Lefeber, C.; Peutecke, N.; Arndt, P.; Burlakov, V. V.; Rosenthal, U. Synlett 1996, 111.
11. (b) Rosenthal, U.; Pellny, P.-M.; Kirchbauer, F. G.; Burlakov, V. V. Acc. Chem. Res. 2000, 33, 119.
12. (c) Rosenthal, U.; Burlakov, V. V. In Titanium and Zirconium in Organic Synthesis; Marek, I., Ed.; Wiley-VCH: New York, 2002; p 355.
13. (d) For a review see: Rosenthal, U.; Burlakov, V. V.; Arndt, P.; Baumann, W.; Spannenberg, A. Organometallics 2003, 22, 884.
14. (e) Rosenthal, R. In Acetylene Chemistry II. Chemistry, Biology, and Material Science; Diederich, F., Stang, P. J., Tykwinski, R. R., Eds.; Wiley-VCH: New York, 2003; p 139.
15. (f) Rosenthal, U.; Burlakov, V. V.; Arndt, P.; Baumann, W.; Spannenberg, A.; Shur, V. B. Eur. J. Inorg. Chem. 2004, 22, 4739.
16. (g) Rosenthal, U.; Burlakov, V. V.; Arndt, P.; Baumann, W.; Spannenberg, A. Organometallics 2005, 24, 456.
17. (h) Rosenthal, U.; Burlakov, V. V.; Bach, M. A.; Beweries, T. Chem. Soc. Rev. 2007, 36, 719.
18. Breunig, H. J.; Borrmann, T.; Lork, E.; Rat, C. I.; Rosenthal, U. Organometallics 2007, 26, 5364.
19. (a) Shu, R.; Hao, L.; Harrod, J. F.; Woo, H. G.; Samuel, E J. Am. Chem. Soc. 1998, 120, 12988.
20. (b) Gauvin, F.; Harrod, J. F.; Woo, H. G. Adv. Organomet. Chem. 1998, 42, 363.
21. (c) Stephan, D. W. Angew. Chem., Int. Ed. 2000, 39, 314 and references cited therein.
22. Xin, S.; Woo, H. G.; Harrod, J. F.; Samuel, E.; Lebuis, A. J. Am. Chem. Soc. 1997, 119, 5307.
23. Yoshifuji, M.; Shima, I.; Inamoto, N.; Hirotsu, K.; Higuchi, T. J. Am. Chem. Soc. 1981, 103, 4587.
24. (a) Mathey F. In Regitz, M.; Scherer, O. J., Eds. Multiple Bonds and Low Coordination in Phosphorus Chemistry; Thieme Verlag: Stuttgart, Germany, 1990; pp 33-47.
25. (b) Weber, L. Chem. Rev 1992, 92, 1839 and references cited therein.
26. (c) Power, P. P. J. Chem. Soc., Dalton. Trans. 1998, 2939.
27. (d) Twamley, B.; Haubrich, S. T.; Power, P. Adv. Organomet. Chem. 1999, 1.
28. (e) Clyburne, J. A. C.; McMullen, N. Coord. Chem. Rev. 2000, 210, 73.
29. Niecke, E.; Altmeyer, O.; Nieger, N.; Knoll, F. Angew. Chem. 1987, 99, 1299;
30. Angew. Chem., Int. Ed. 1987, 26, 1256.
31. (a) Bertrand, G.; Couret, C.; Escudié, J.; Majid, S.; Majorai, J. P. Tetrahedron Lett. 1982, 23 (35), 3567.
32. (b) Yoshifuji, M.; Shibayama, K.; Inamoto, N. J. Am. Chem. Soc. 1983, 105, 2495.
33. (c) Veith, M.; Hugh, V.; Majorai, J. P.; Bertrand, G.; Manuel, G. Tetrahedron Lett 1983, 24 (39), 4219.
34. (d) Escudié, J.; Couret, C.; Ranaivonjatovo, H.; Satgé, J. J. Chem. Soc., Chem. Commun. 1984, 24, 1621.
35. (e) Escudié, J.; Couret, C.; Ranaivonjatovo, H.; Lazraq, M.; Satgé, J. Phosphorus, Sulfur Relat. Elem. 1987, 31 (1-2), 27.
36. (f) Weber, L.; Frebel, M.; Boese, R. Chem. Ber. 1989, 122 (11), 2091.
37. (g) Cowley, A. H.; Knueppel, P. C.; Nunn, C. M. Organometallics 1989, 8 (10), 2490.
38. (h) Niecke, E.; Altmeyer, O.; Nieger, M. Angew. Chem. 1991, 103, 1158;
39. Angew. Chem., Int. Ed. 1991, 30, 1136.
40. (i) Weber, L.; Schumann, I.; Stammler, H.; Neumann, B. J. Organomet. Chem 1993, 443 (2), 175.
41. (j) Yoshifuji, M.; Shinohara, N.; Toyota, K. Tetrahedron Lett 1996, 57(43), 7815.
42. (k) Shah, S.; Burdette, S. C.; Swavey, S.; Urbach, F. L.; Protasiewicz, J. D. Organometallics 1997, 16 (15), 3395.
43. (l) Twamley, B.; Sofield, Ch. D.; Olmstead, M. M.; Power, P. J. Am. Chem. Soc. 1999, 121 (14), 3357.
44. (m) Shah, S.; Concolino, T.; Rheingold, A. L.; Protasiewicz, J. D. Inorg. Chem 2000, 39 (17), 3860.
45. (n) Shah, S.; Simpson, M. C.; Smith, R. C.; Protasiewicz, J. D. J. Am. Chem. Soc. 2001, 123 (28), 6925.
46. (o) Smith, R. C.; Urnezius, E.; Lam, K.-Ch.; Rheingold, A. L.; Protasiewicz, J. D. Inorg. Chem 2002, 41, 5296.
47. (p) Toyota, K.; Kawasaki, S.; Nakamura, A.; Yoshifuji, M. Chem. Lett. 2003, 32 (5), 430.
48. (q) Sasamori, N.; Takeda, N.; Tokitoh, N. J. Phys. Org. Chem. 2003, 16, 450.
49. (r) Nagahora, N.; Sasamori, T.; Takeda, N.; Tokitoh, N. Chem. Eur. J. 2004, 10 (23), 6146.
50. (s) Kawasaki, S.; Nakamura, A.; Toyota, K.; Yoshifuji, M. Bull. Chem. Soc Jpn. 2005, 78 (6), 1110.
51. (t) Capello, V.; Baumgartner, J.; Dransfeld, A.; Flock, M.; Hassler, K. Eur. J. Inorg. Chem. 2006, 2393.
52. (a) Baudler, M.; Hellmann, J.; Hahn, J. Z Anorg. Allg. Chem. 1982, 489, 11.
53. (b) Goldwhite, H.; Kaminski, J.; Millhauser, G.; Ortiz, J.; Vargas, M.; Vertal, L.; Lappert, M. F.; Smith, S. J. J. Organomet. Chem. 1986, 310, 21.
54. Veith, M.; Huch, V. Tetrahedron Lett. 1983, 24, 4219.
55. (a) Gynane, M. J. S.; Hudson, A.; Lappert, M. F.; Power, P. P.; Goldwhite, H. Chem. Commun. 1976, 623.
56. (b) Gynane, M. J. S.; Hudson, A.; Lappert, M. F.; Power, P. P.; Goldwhite, H. J. Chem. Soc., Dalton Trans. 1980, 2428.
57. Smith, R. C.; Shah, S.; Protasiewicz, J. D. J. Organomet. Chem. 2002, 646, 255.
58. Kuchen, W.; Buchwald, H. Chem. Ber. 1958, 2296.
59. Henderson, A.; Epstein, M.; Seichter, F. S. J. Am. Chem. Soc. 1963, 85, 2462.
60. Köpf, H.; Voigtiänder, R. Chem. Ber. 1981, 114, 2731.
61. Benac, B. L.; Jones, R. A. Polyhedron 1989, 8, 1774.
62. B| (Schomaker-Steveson equation): Holleman - Wiberg Lehrbuch der Anorganischen Chemie, 101. Aufl.; Walter de Gruyter: New York, 1995; Anhang V.
63. Niecke, E.; Altmeyer, O.; Nieger, M. J. Chem. Soc., Chem. Commun. 1988, 945.
64. (a) Dillon, K. B.; Gibson, V. G.; Howard, J. A. K.; Sequeira, L. J.; Yao, J. W. Polyhedron 1996, 15, 4173.
65. (b) An, D. L.; Toyota, K.; Yasunami, M.; Yoshifuji, M. J. Organomet. Chem 1996, 508, 7.
66. (c) Flynn, K. M.; Olmstead, M. M.; Power, P. P. J. Am. Chem. Soc 1983, 105, 2085.
67. (a) Burlakov, V.V.; Rosenthal, U.; Petrovskii, P. V.; Shur, V. B.; Vol'pin, M. E. Organomet. Chem. USSR 1988, 1, 526.
68. (b) Burlakov, V. V.; Polyakov, A. V.; Yanovsky, A. I.; Struchkov, Y. T.; Shur, V. B.; Vol'pin, M. E. J. Organomet. Chem. 1994, 476, 197.
69. Issleib, K.; Schmidt, H.; Wirkner, G Z Anorg. Allg. Chem. 1982, 488, 75.
70. Sheldrick, G. M. SHELXS-97: Program for the Solution of Crystal Structures; University of Göttingen: Göttingen, Germany, 1997.
71. Sheldrick, G. M. SHELXL-97: Program for the Refinement of Crystal Structures; University of Göttingen: Göttingen, Germany, 1997.
72. See literature: Böhm, V. P. W.; Brookhart, M. Angew. Chem., Int. Ed 2001, 40, 4694.