Third generation of the Cp′-P ligand: Highly stereoselective control of central chirality arising at a metal center

Organometallics

Volumn 18, Issue 26, 1999, Pages 5423-5425

  Kataoka, Yasutaka ^a   Iwato, Yoko ^a   Yamagata, Tsuneaki ^a   Tani, Kazuhide ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000515285     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om990800m     Document Type: Article

References (36)

1. Charrier, C.; Mathey, F. J. Organomet. Chem. 1979, 170, C41.
2. (a) Saito, Y.; Yamagata, T.; Kataoka, Y.; Tani, K. The 41st Symposium on Organometallic Chemistry, Japan, 1994; Abst. PA.109.
3. (b) Kataoka, Y.; Saito, Y.; Nagata, K.; Kitamura, K.; Shibahara, A.; Tani, K. Chem. Lett. 1995, 833.
4. (c) Kataoka, Y.; Saito, Y.; Shibahara, A.; Tani, K. Chem. Lett. 1997, 621.
5. (d) Kataoka, Y.; Shibahara, A.; Saito, Y.; Yamagata, T.; Tani, K. Organometallics 1998, 17, 4338.
6. (a) Lebranc, J. C.; Moise, C.; Maisonnat, A.; Poilblanc, R.; Charrier, C.; Mathey, F. J. Organomet. Chem. 1982, 231, C43.
7. (b) Lee, I.; Dahan, F.; Maisonnat, A.; Poilblanc, R. Organometallics 1994, 13, 2743.
8. (c) Lee, I.; Dahan, F.; Maisonnat, A.; Poilblanc, R. J. Organomet. Chem. 1997, 532, 159.
9. (a) Kauffmann, T.; Olbrich, J. Tetrahedron Lett. 1984, 25, 1967.
10. (b) Slawin, A. M. Z.; Williams, D. J.; Crosby, J.; Ramsden, J. A.; White, C. J. Chem. Soc., Dalton Trans. 1988, 2491.
11. (c) Nishibayashi, Y.; Takei, I.; Hidai, M. Organometallics 1997, 16, 3091.
12. (d) Trost, B. M.; Vidai, B.; Thommen, M. Chem. Eur. J. 1999, 5, 1055.
13. (a) Kettenbach, R. T.; Butenschön, H. New J. Chem. 1990, 14, 599.
14. (b) Butenschön, H.; Kettenbach, R. T.; Krüger, C. Angew. Chem., Int. Ed. Engl. 1992, 31, 1066.
15. (c) Kettenbach, R. T.; Bonrath, W.; Butenschön, H. Chem. Ber. 1993, 126, 1657.
16. (d) Foerstner, J.; Olbrich, F.; Butenschön, H. Angew. Chem., Int. Ed. Engl. 1996, 35, 1234.
17. (e) Foerstner, J.; Kettenbach, R.; Goddard, R.; Butenschön, H. Chem. Ber. 1996, 129, 319.
18. (f) Foerstner, J.; Kozhushkov, S.; Binger, P.; Wedemann, P.; Noltemeyer, M.; de Meijere, A.; Butenschön, H. Chem. Commun. 1998, 239.
19. (g) Foerstner, J.; Kakoschke, A.; Stellfeldt, D.; Butenschön, H.; Wartchow, R. Organometallics 1998, 17, 893.
20. (a) Fryzuk, M. D.; Mao, S. S. H.; Zaworotko, M. J.; MacGillivray, L. R. J. Am. Chem. Soc. 1993, 115, 5336.
21. (b) Bosch, B. E.; Erker, G.; Fröhlich, R.; Meyer, O. Organometallics 1997, 16, 5449.
22. (a) Wang, T.-F.; Juang, J.-P.; Wen, Y.-S. J. Organomet. Chem. 1995, 503, 117.
23. (b) Wang, T.-F.; Lai, C.-Y. J. Organomet. Chem. 1997, 545-546, 179.
24. Moblet, T. A.; Bergman, R. G. J. Am. Chem. Soc. 1998, 120, 3253.
25. Lefort, L.; Crane, T. W.; Farwell, M. D.; Baruch, D. M.; Kaeuper, J. A.; Lachicotte, R. J.; Jones, W. D. Organometallics 1998, 17, 3889.
26. (a) Barthel-Rosa, L. P.; Catalano, V. J.; Nelson, J. H. J. Chem. Soc., Chem. Commun. 1995, 1629.
27. (b) Barthel-Rosa, L. P.; Catalano, V. J.; Maitra, K.; Nelson, J. H. Organometallics 1996, 15, 3924.
28. (c) Antelmann, B.; Winterhalter, U.; Huttner, G.; Janssen, B. C.; Vogelgesang, J. J. Organomet. Chem. 1997, 545-546, 407.
29. (Cp′-P) shows the anion of the [Cp′-P]H ligand.
30. int = 0.0133, R1(all) = 0.0327, R1(obsd) = 0.0256 (>2σ(I)), wR2(all) = 0.0747, wR2(obsd) = 0.0705 (>2σ(I)).
31. int = 0.0175, R1(all) = 0.0598, R1(obsd) = 0.0360 (>2σ(I)), wR2(all) = 0.1291, wR2(obsd) = 0.1119 (>2σ(I)).
32. 41IOPRh: C, 56.92; H, 5.60%.
33. The chirality symbol with subscript "pi" indicates planar chirality, and that with subscript "Rh" means the chirality around the metal center.
34. The integral value of the minor product derived from 5o-minor contained errors to some extent.
35. 18 Thus, the structure of the major isomer of a will be shown as in eq 1.
36. Unpublished results.