Metallophosphination of alkynes: Efficient synthesis of β-functionalized alkenylphosphines

Organometallics

Volumn 26, Issue 4, 2007, Pages 1084-1088

  Xi, Chanjuan ^a,b   Yan, Xiaoyu ^a   Lai, Chunbo ^a  

^a Tsinghua University   (China)

^b NANKAI UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; MOLECULAR STRUCTURE; ORGANOMETALLICS; REACTION KINETICS; SINGLE CRYSTALS; SYNTHESIS (CHEMICAL); X RAY DIFFRACTION;

ALKYNES; ELECTROPHILES; METALLOPHOSPHINATION;

HYDROCARBONS;

EID: 33847268655     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om061051t     Document Type: Article

References (39)

1. (a) Gilheany, D. G.; Mitchell, C. M. In The Chemistry of Organophosphorus Compounds; Hartley, J. F., Ed.; Wiley: Chichester, U.K., 1990; Vol. 1, p 151.
2. (b) Brunner, H.; Furst, J. Tetrahedron 1994, 50, 4293.
3. (a) Adams, H.; Bailey, N. A.; Blenkiron, P.; Morris, M. J. J. Organomet. Chem. 1993, 460, 73.
4. (b) Hansen, H. D.; Nelson, J. H. Organometallics 2000, 19, 4740.
5. Glaser, P. B.; Tilley, T. D. Organometallics 2004, 23, 5799.
6. Baya, M.; Buil, M. L.; Esteruelas, M. A.; Onate, E. Organometallics 2005, 24, 2030.
7. (e) Braunstein, P. Chem. Rev. 2006, 106, 134.
8. (a) Hudson, H. R. In The Chemistry of Organophosphorus Compounds; Hartley, F. R., Ed.; Wiley: Chichester, U.K., 1990; Vol. 1, pp 309-401.
9. (b) Heesche-Wagner, K.; Mitchell, T. N. J. Organomet. Chem. 1994, 468, 99.
10. (a) Goldwhite, H. Introduction to Phosphorus Chemistry, Cambridge University Press: Cambridge, U.K., 1981.
11. (b) Mitchell, T. N.; Heesche, K. J. Organomet. Chem. 1991, 409, 163.
12. (a) Douglass, M. R.; Marks, T. J. J. Am. Chem. Soc. 2000, 122, 1824.
13. (b) Takaki, K.; Koshoji, G.; Komeyama, K.; Takeda, M.; Shishido, T.; Kitani, A.; Takehira, K. J. Org. Chem. 2003, 68, 6554.
14. Takaki, K.; Komeyama, K.; Takehira, K. Tetrahedron 2003, 59, 10381.
15. (a) Arisawa, M.; Yamaguchi, M. J. Am. Chem. Soc. 2000, 122, 2387.
16. (b) Jérôme, F.; Monnier, F.; Lawicka, H.; Dérien, S.; Dixneuf, P. H. Chem. Commun. 2003, 696.
17. Ohmiya, H.; Yorimitsu, H.; Oshima, K. Angew. Chem., Int. Ed. 2005, 44, 2368.
18. Alonso, F.; P. Beletskaya, I.; Yus, M. Chem. Rev. 2004, 104, 3079.
19. (e) Sato, A.; Yorimitsu, H.; Oshima, K. Angew. Chem., Int. Ed. 2005, 44, 1694.
20. Lai, C.; Xi, C.; Chen, C.; Ma, M.; Hong, X. Chem. Commun. 2003, 2736.
21. Wagenen, B. C. V.; Livinghouse, T. Tetrahedron Lett. 1989, 30, 3495.
22. Negishi, E.; Swanson, D. R.; Cederbaum, F. E.; Takahashi, T. Tetrahedron Lett. 1986, 27, 2829.
23. (a) Luker, T.; Whitby, R. J.; Webster, M. J. Organomet. Chem. 1995, 492, 53.
24. (b) Mohamadi, F.; Spees, M. M. Organometallics 1992, 11, 1398.
25. Takahashi, T.; Xi, C.; Xi, Z.; Kageyama, M.; Fischer, R.; Nakajima, K.; Negishi, E. J. Org. Chem. 1998, 63, 6802.
26. Zhou, S.; Liu, D.; Liu, Y. Organometallics 2004, 23, 5900.
27. (a) Takahashi, T.; Kotora, M.; Kasai, K.; Suzuki, N.; Nakajima, N. Organometallics 1994, 13, 4183.
28. (b) Takahashi, T.; Hara, R.; Nishihara, Y.; Kotora, M. J. Am. Chem. Soc. 1996, 118, 5154.
29. Xi, C.; Kotora, M.; Nakajima, K.; Takahashi, T. J. Org. Chem. 2000, 65, 945.
30. (a) Hendrickson, A. R.; Martin, R. L.; Rohde, N. M. Inorg. Chem. 1974, 13, 1933.
31. (b) Chant, R.; Hendrickson, A. R.; Martin, R. L.; Rohde, N. M. Inorg. Chem. 1975, 14, 1894.
32. Hendrickson, A. R.; Martin, R. L.; Rohde, N. M. Inorg. Chem. 1975, 14, 2980.
33. Brinkhoff, H. C.; Cras, J. A.; Steggerda, J. J.; Willemse, J. Recl. Trau. Chim. Pays-Bas 1969, 88, 633.
34. (a) Erker, G.; Dorf, U.; Mynott. R.; Tsay, Y.-H.; Krüger, C.Angew. Chem., Int. Ed. Engl. 1985, 24, 584.
35. (b) Buchwald, S. L.; Watson, B. T. J. Am. Chem. Soc. 1987, 109, 2544.
36. Takahashi, T.; Suzuki, N.; Kaheyama, M.; Kondakov. D. Y.; Hara, R. Tetrahedron Lett. 1993, 34, 4811.
37. (a) Hey-Hawkins, E.; Lindenberg, F. Chem. Ber. 1992, 125, 1815.
38. (b) Matthias, W.; Matthias, H. D.; Heinrich, N.; Thomas, S.; Arno, P. J. Am. Chem. Soc. 1998, 120, 6722.
39. Sheldrick, G. M. SHELXTL-97, Program for the Refinement of Crystal Structures; University of Göttingen, Göttingen, Germany, 1997.