Control of stereochemistry at the metal center in planar-chiral cyclopentadienyl ruthenium complexes with anchor phosphine on complexation with salicylideneaminato ligands

Organometallics

Volumn 20, Issue 15, 2001, Pages 3274-3282

  Onitsuka, Kiyotaka ^a   Ajioka, Yoshiki ^a   Matsushima, Yuji ^a   Takahashi, Shigetoshi ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTADIENYL GROUP; DISATEROESELECTIVITY; EPIMERIZATION; METAL-CENTERED CHIRALITY; PLANAR-CHIRAL CYCLOPENTADIENYL RUTHENIUM COMPLEXES; SODIUM SALICYLIDENEAMINATO;

COMPLEXATION; ISOMERS; NITROGEN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY; THERMODYNAMIC STABILITY; X RAY DIFFRACTION ANALYSIS;

ORGANOMETALLICS;

EID: 0035939698     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0102246     Document Type: Article

References (73)

1. (a) Ojima, I., Ed. Catalytic Asymmetric Synthesis; VCH: New York, 1993.
2. (b) Noyori, R. Asymmetric Catalysis in Organic Synthesis; Wiley: New York, 1994.
3. (c) Seyden-Penne, J. Chiral Auxiliaries and Ligands in Asymmetric Synthesis; Wiley: New York, 1995.
4. (a) Brunner, H. Adv. Organomet. Chem. 1980, 18, 151.
5. (b) Consiglio, G.; Morandini, F. Chem. Rev. 1987, 87, 761.
6. (c) Brunner, H. Angew. Chem., Int. Ed. Engl. 1999, 38, 1194.
7. (a) Halterman, R. L. Chem. Rev. 1992, 92, 965.
8. (b) Iwata, C.; Takemoto, Y. Chem. Commun. 1996, 2797.
9. (c) Fu, G. C. Acc. Chem. Res. 2000, 33, 412.
10. (a) Davis, S. G. Aldlichchim. Acta 1990, 23, 31.
11. (b) Brookhart, M.; Liu, Y.; Goldmman, E. W.; Timmers, D. A.; Williams, G. D. J. Am. Chem. Soc. 1991, 113, 927.
12. (c) Faller, J. W.; Mazzieri, M. R.; Nguyen, J. T.; Parr, J.; Tokunaga, M. Pure Appl. Chem. 1994, 66, 1463.
13. (d) Gladysz, J. A.; Boone, B. J. Angew. Chem., Int. Ed. Engl. 1997, 36, 550.
14. (a) Morandini, F.; Congsiglio, G.; Straub, B.; Ciani, G.; Sironi, A. J. Chem. Soc., Dalton Trans. 1983, 2293.
15. (b) Cesarotti, E.; Chiesa, A.; Ciani, G. F.; Sironi, A.; Vefghi, R.; White, C. J. Chem. Soc., Dalton Trans. 1984, 653.
16. (c) Brunner, H.; Fisch, K.; Jones, P. G.; Salbeck, J. Angew. Chem., Int. Ed. Engl. 1989, 28, 1521.
17. (d) Koelle, U.; Bücken, K.; Englert, U. Organometallics 1996, 15, 1376.
18. (e) Carmona, D.; Lahoz, F. J.; Oro, L. A.; Lamata, M. P.; Viguri, F.; San José, E. Organometallics 1996, 15, 3096.
19. (f) Nishibayashi, Y.; Takei, I.; Hidai, M. Organometallics 1997, 16, 3091.
20. (g) Burzlaff, N.; Schenk, W. A. Eur. J. Inorg. Chem. 1998, 2055.
21. (h) Schnenk, W. A.; Kümmel, J.; Reuther, I.; Burzlaff, N.; Wuzik, A.; Schupp, O.; Bringmann, G. Eur. J. Inorg. Chem. 1999, 1745.
22. (i) van der Zeijden, A. A. H.; Jimenez, J.; Mattheis, C.; Wagner, C.; Merzweiler, K. Eur. J. Inorg. Chem. 1999, 1919.
23. (j) Davenport, A. J.; Davis, D. L.; Fawcett, J.; Garrat, S. A.; Russell, D. R. Chem. Commun. 1999, 2331.
24. (k) Trost, B. M.; Vidal, B.; Thommen, M. Chem. Eur. J. 1999, 5, 1055.
25. (l) Carmona, D.; Lahoz, F. J.; Atencio, R.; Oro, L. A.; Lamata, M. P.; Viguri, F.; San José, E.; Vega, C.; Reyes, J.; Joó, F.; Kathó Á. Chem. Eur. J. 1999, 5, 1544.
26. (m) Fernandez, S.; Pfeffer, M.; Ritleng, V.; Sirlin, C. Organometallics 1999, 18, 2390.
27. (n) Faller, J. W.; Patel, B. P.; Albrizzio, M. A.; Curtis, M. Organometallics 1999, 18, 3096.
28. (o) Slugovc, C.; Simanko, W.; Mereiter, K.; Schmid, R.; Kirchner, K.; Xiao, L.; Weissensteiner, W. Organometallics 1999, 18, 3865.
29. (p) Meneghetti, M. R.; Grellier, M.; Pfeffer, M.; Dupont, J.; Fischer, J. Organometallics 1999, 18, 5560.
30. (q) Ritleng, V.; Sutter, J. P.; Pfeffer, M.; Sirlin, C. Chem. Commun. 2000, 129.
31. Faller, J. W.; Parr, J. Organometallics 2000, 19, 1829.
32. (s) Carmona, D.; Vega, C.; Lahoz, F. J.; Atencio, R.; Oro, L. A.; Lamata, M. P.; Viguri, F.; San José, E. Organometallics 2000, 19, 2273.
33. (t) Brunner, H.; Zwack, T. Organometallics 2000, 19, 2423.
34. (a) Davis, D. L.; Fawcett, J.; Garratt, S. A.; Russell, D. R. Chem. Commun. 1997, 1531.
35. (b) Carmona, D.; Lahoz, F. J.; Elipe, S.; Oro, L. A.; Lamata, M. P.; Viguri, F.; Mir, C.; Cativiela, C.; López-Ram de Víu, M. P.; Organometallics 1998, 17, 2986.
36. (c) Carmona, D.; Vega, C.; Lahoz, F. J.; Elipe, S.; Oro, L. A.; Lamata, M. P.; Viguri, F.; García-Correas Cativiela, C.; López-Ram de Víu, M. P.; Organometallics 1999, 18, 3364.
37. (d) Faller, J. W.; Parr, J. Organometallics 2001, 20, 697.
38. (a) Uno, M.; Ando, K.; Komatsuzaki, N.; Takahashi, S. J. Chem. Soc., Chem. Commun. 1992, 964.
39. (b) Uno, M.; Ando, K.; Komatsuzaki, N.; Tanaka, T.; Sawada, M.; Takahashi, S. J. Chem. Soc., Chem. Commun., 1993, 1549.
40. (c) Uno, M.; Komatsuzaki, N.; Shirai, K.; Takahashi, S. J. Organomet. Chem. 1993, 462, 343.
41. (d) Uno, M.; Ando, K.; Komatsuzaki, N.; Tsuda, T.; Tanaka, T.; Sawada, M.; Takahashi, S. J. Organomet. Chem. 1994, 473, 303.
42. (e) Komatsuzaki, N.; Uno, M.; Shirai, K.; Tanaka, T.; Sawada, M.; Takahashi, S. J. Organomet. Chem. 1995, 498, 53.
43. (f) Uno, M.; Shirai, K.; Ando, K.; Komatsuzaki, N.; Tanaka, T.; Sawada, M.; Takahashi, S. Chem. Lett. 1995, 7.
44. (g) Komatsuzaki, N.; Uno, M.; Kikuchi, H.; Takahashi, S. Chem. Lett. 1996, 677.
45. (h) Morimoto, Y.; Ando, K.; Uno, M.; Takahashi, S. J. Chem. Soc., Chem. Commun. 1997, 1795.
46. (i) Katayama, T.; Morimoto, Y.; Yuge, M.; Uno, M.; Takahashi, S. Organometallics 1999, 18, 3087.
47. (j) Matsushima, Y.; Komatsuzaki, N.; Ajioka, Y.; Yamamoto, M.; Kikuchi, H.; Takata, Y.; Dodo, N.; Onitsuka, K.; Uno, M.; S. Takahashi Bull. Chem. Soc. Jpn. 2001, 74, 527.
48. Dodo, N.; Matsushima, Y.; Uno, M.; Onitsuka, K.; Takahashi, S. J. Chem. Soc., Dalton Trans. 2000, 35.
49. (a) Jutzi, P.; Redeker, T. Eur. J. Inorg. Chem. 1998, 663.
50. (b) Buntenschön, H. Chem. Rev. 2000, 100, 1527.
51. Onitsuka, K.; Dodo, N.; Matsushima, Y.; Takahashi, S. Chem. Commun. 2001, 521.
52. Matsushima, Y.; Onitsuka, K.; Takahashi, S. Chem. Lett. 2000, 760.
53. Mobley, T. A.; Bergman, R. G. J. Am. Chem. Soc. 1998, 120, 3253.
54. (a) Kataoka, Y.; Shibahara, A.; Saito, Y.; Yamagata, T.; Tani, K. Organometallics 1998, 17, 4338.
55. (b) Kataoka, Y.; Iwato, Y.; Yamagata, T.; Tani, K. Organometallics 1999, 18, 5423.
56. (c) Kataoka, Y.; Iwato, Y.; Shibahara, A.; Yamagata, T.; Tani, K. Chem. Commun. 2000, 841.
57. (a) Mandal, S. K.; Chakravarty, A. R. J. Chem. Soc., Dalton Trans. 1992, 1627.
58. (b) Mandal, S. K.; Chakravarty, A. R. Inorg. Chem. 1993, 32, 3851.
59. (a) Brunner, H.; Oeschey, R.; Nuber, B. Angew. Chem., Int. Ed. Engl. 1994, 33, 866.
60. (b) Brunner, H.; Oeschey, R.; Nuber, B. Inorg. Chem. 1995, 34, 3349.
61. (c) Brunner, H.; Oeschey, R.; Nuber, B. J. Chem. Soc., Dalton Trans. 1996, 1499.
62. Brunner, H.; Prommesberger, M. Tetrahedron Asymmetry 1998, 8, 3231.
63. MM calculation was performed by the PC Spartan Pro program.
64. Okawa, H. Coord. Chem. Rev. 1988, 92, 1.
65. (b) Nishio, M.; Hirota, M. Tetrahedron 1989, 45, 7201.
66. (a) Jitsukawa, K.; Iwai, K.; Masuda, H.; Ogoshi, H.; Einaga, H. Chem. Lett. 1994, 303.
67. (b) Yamanori, K.; Nozaki, K.; Fuyuhiro, A.; Kushi, Y.; Kaizaki, S. J. Chem. Soc., Dalton Trans. 1996, 2851.
68. Ishihara, K.; Miyata, M.; Hattori, K.; Tada, T.; Yamamoto, H. J. Am. Chem. Soc. 1994, 116, 10520.
69. Tripathi, S. M.; Tandon, J. P. J. Inorg. Nucl. Chem. 1978, 40, 983.
70. Rozwadowski, Z.; Majewski, E.; Dziembowski, T.; Hansen, P. E. J. Chem. Soc., Perkin Trans. 2 1999, 2809.
71. Frey, P. A.; Kokesh, F. C.; Westheimer, F. H. J. Am. Chem. Soc. 1971, 93, 7266.
72. (a) Dudek, G. O.; Holm, R. H. J. Am. Chem. Soc. 1962, 84, 2691.
73. (b) Dudek, G. O. J. Am. Chem. Soc. 1963, 85, 694.