MeO-Biphep as an eight-electron donor to ruthenium(II). Chiral dialkyl complexes with an unprecedented binding mode

Organometallics

Volumn 16, Issue 17, 1997, Pages 3735-3736

  Feiken, Nantko ^a   Pregosin, Paul S ^a   Trabesinger, Gerald ^a  

^a LABORATORY OF INORGANIC CHEMISTRY   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000068919     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om970323c     Document Type: Article

References (21)

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2. Genet, J. P. Acros Org. Acta 1995, 1. Brown, J. M. Chem. Soc. Rev. 1993, 25(1), 4. Kitamura, M.; Noyori, R. In Modern Synthetic Methods; Scheffold, R., Ed.; Springer-Verlag: Berlin, 1989; Vol. 5, pp 116-199.
3. Genet, J. P. Acros Org. Acta 1995, 1. Brown, J. M. Chem. Soc. Rev. 1993, 25(1), 4. Kitamura, M.; Noyori, R. In Modern Synthetic Methods; Scheffold, R., Ed.; Springer-Verlag: Berlin, 1989; Vol. 5, pp 116-199.
4. Ohta, T.; Tonomura, Y.; Nozaki, K.; Takaya, H.; Mashima, K.Organometallics 1996, 15, 1521. Zhang, X.; Uemura, T.; Matsumura, K.; Sayo, N.; Kumobayashi, H.; Takaya, H. Synlett. 1994, 501. Kitamura, M.; Tokunaga, M.; Noyori, R. J. Am. Chem. Soc. 1993, 115, 144. Ohta, T.; Miyake, N.; Seido, H.; Kumobayashi, H.; Akutagawa, S.; Takaya, H.Tetrahedron Lett. 1992, 33, 635. Mashima, K.; Hino, T.; Takaya, H, J. Chem. Soc., Dalton Trans. 1992, 2099. Ohta, T.; Takaya, H.; Noyori, R. Inorg. Chem. 1988, 27, 566.
5. Ohta, T.; Tonomura, Y.; Nozaki, K.; Takaya, H.; Mashima, K.Organometallics 1996, 15, 1521. Zhang, X.; Uemura, T.; Matsumura, K.; Sayo, N.; Kumobayashi, H.; Takaya, H. Synlett. 1994, 501. Kitamura, M.; Tokunaga, M.; Noyori, R. J. Am. Chem. Soc. 1993, 115, 144. Ohta, T.; Miyake, N.; Seido, H.; Kumobayashi, H.; Akutagawa, S.; Takaya, H.Tetrahedron Lett. 1992, 33, 635. Mashima, K.; Hino, T.; Takaya, H, J. Chem. Soc., Dalton Trans. 1992, 2099. Ohta, T.; Takaya, H.; Noyori, R. Inorg. Chem. 1988, 27, 566.
6. Ohta, T.; Tonomura, Y.; Nozaki, K.; Takaya, H.; Mashima, K.Organometallics 1996, 15, 1521. Zhang, X.; Uemura, T.; Matsumura, K.; Sayo, N.; Kumobayashi, H.; Takaya, H. Synlett. 1994, 501. Kitamura, M.; Tokunaga, M.; Noyori, R. J. Am. Chem. Soc. 1993, 115, 144. Ohta, T.; Miyake, N.; Seido, H.; Kumobayashi, H.; Akutagawa, S.; Takaya, H.Tetrahedron Lett. 1992, 33, 635. Mashima, K.; Hino, T.; Takaya, H, J. Chem. Soc., Dalton Trans. 1992, 2099. Ohta, T.; Takaya, H.; Noyori, R. Inorg. Chem. 1988, 27, 566.
7. Ohta, T.; Tonomura, Y.; Nozaki, K.; Takaya, H.; Mashima, K.Organometallics 1996, 15, 1521. Zhang, X.; Uemura, T.; Matsumura, K.; Sayo, N.; Kumobayashi, H.; Takaya, H. Synlett. 1994, 501. Kitamura, M.; Tokunaga, M.; Noyori, R. J. Am. Chem. Soc. 1993, 115, 144. Ohta, T.; Miyake, N.; Seido, H.; Kumobayashi, H.; Akutagawa, S.; Takaya, H.Tetrahedron Lett. 1992, 33, 635. Mashima, K.; Hino, T.; Takaya, H, J. Chem. Soc., Dalton Trans. 1992, 2099. Ohta, T.; Takaya, H.; Noyori, R. Inorg. Chem. 1988, 27, 566.
8. Ohta, T.; Tonomura, Y.; Nozaki, K.; Takaya, H.; Mashima, K.Organometallics 1996, 15, 1521. Zhang, X.; Uemura, T.; Matsumura, K.; Sayo, N.; Kumobayashi, H.; Takaya, H. Synlett. 1994, 501. Kitamura, M.; Tokunaga, M.; Noyori, R. J. Am. Chem. Soc. 1993, 115, 144. Ohta, T.; Miyake, N.; Seido, H.; Kumobayashi, H.; Akutagawa, S.; Takaya, H.Tetrahedron Lett. 1992, 33, 635. Mashima, K.; Hino, T.; Takaya, H, J. Chem. Soc., Dalton Trans. 1992, 2099. Ohta, T.; Takaya, H.; Noyori, R. Inorg. Chem. 1988, 27, 566.
9. Ohta, T.; Tonomura, Y.; Nozaki, K.; Takaya, H.; Mashima, K.Organometallics 1996, 15, 1521. Zhang, X.; Uemura, T.; Matsumura, K.; Sayo, N.; Kumobayashi, H.; Takaya, H. Synlett. 1994, 501. Kitamura, M.; Tokunaga, M.; Noyori, R. J. Am. Chem. Soc. 1993, 115, 144. Ohta, T.; Miyake, N.; Seido, H.; Kumobayashi, H.; Akutagawa, S.; Takaya, H.Tetrahedron Lett. 1992, 33, 635. Mashima, K.; Hino, T.; Takaya, H, J. Chem. Soc., Dalton Trans. 1992, 2099. Ohta, T.; Takaya, H.; Noyori, R. Inorg. Chem. 1988, 27, 566.
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14. Feiken, N.; Pregosin, P. S.; Trabesinger, G. Organometallics 1997, 76, 537.
15. 13C t-Bu methyl signals between 31.5 and 31.8 ppm, in the ratio 1:1:2:2:2.
16. 13C NMR Data for Organometallic Compounds; Academic Press: London, 1981, p 254. Bennett, M. A.; McMahon, I. J.; Felling, S.; Brookhart, M.; Lincoln, D. M. Organometallics 1992, 11, 127.
17. 13C NMR Data for Organometallic Compounds; Academic Press: London, 1981, p 254. Bennett, M. A.; McMahon, I. J.; Felling, S.; Brookhart, M.; Lincoln, D. M. Organometallics 1992, 11, 127.
18. 13C spectra are ±0.3 and ±0.6 Hz, respectively.
19. Singewald, E. T.; Shi, X.; Mirkin, C. A.; Schofer, S. J.; Stern, C. L. Organometallics 1996, 15, 3062.
20. 3, -0.23 (3.56), 9H, -0.50 (3.92), 9H; complexed biaryl positions 1-6, respectively (103.6), (132.3), 6.15 (88.0), 5.32 (71.5), 5.33 (94.6), (91.4); normal biaryl 1′-6′, (134.0), (158.3), 6.66 (110.0), 7.34 (129.5), 6.80 (126.6), C6′ not assigned; MeO, 2.94 (54.2), 3.59(62.2); ortho H for the 3,5-di-tert-butylphenyl, 6.88, 7.15 (two sets of two which overlap), 7.61; t-Bu, 1.11, 1.19, 1.34, 1.43.
21. 2J(P,C) = 2.4 Hz.