Synthesis of chiral diphosphite ligands and comparison of their rhodium and platinum complexes in the asymmetric hydroformylation of styrene

Inorganica Chimica Acta

Volumn 296, Issue 1, 1999, Pages 222-230

  Cserépi Szucs, Stefánia ^a   Huttner, Gottfried ^b   Zsolnai, László ^b   Szölosy, Áron ^c   Hegedüs, Csaba ^d   Bakos, József ^d  

^a INSTITUTE OF EXPERIMENTAL MEDICINE   (Hungary)

^b UNIVERSITY OF HEIDELBERG   (Germany)

^c BUDAPEST UNIVERSITY OF TECHNOLOGY AND ECONOMICS   (Hungary)

^d UNIVERSITY OF PANNONIA   (Hungary)

Author keywords

Catalysis; Diphosphite; Hydroformylation; Platinum; Rhodium

Indexed keywords

CATALYSIS; CHELATION; ENANTIOSELECTIVITY; HYDROFORMYLATION; LIGANDS; PLATINUM; RHODIUM; RHODIUM COMPOUNDS; STYRENE;

ASYMMETRIC HYDROFORMYLATION; COMPARATIVE STUDIES; DIPHOSPHITE; DIPHOSPHITE LIGANDS; PLATINUM COMPLEXES; RHODIUM COMPLEXES; RHODIUM-CATALYZED ASYMMETRIC HYDROFORMYLATION; SYSTEMATIC VARIATION;

PLATINUM COMPOUNDS;

EID: 0042524742     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0020-1693(99)00371-0     Document Type: Article

References (39)

1. Recent reviews see: (a) S. Gladiali, J. Bayón, C. Claver, Tetrahedron: Asymmetry 7 (1995) 1453. (b) F. Agbossou, J.-F. Carpentier, A. Mortreux, Chem. Rev. 95 (1995) 2485. (c) G. Consiglio, in: I. Ojima (Ed.), Catalytic Asymmetric Syntheses, VCH, Weinheim, 1993, p. 273. M. Beller, B. Cornils, C.D. Frohning, V.W. Kohlpainter, J. Mol. Catal. 104 (1995) 17.
2. Recent reviews see: (a) S. Gladiali, J. Bayón, C. Claver, Tetrahedron: Asymmetry 7 (1995) 1453. (b) F. Agbossou, J.-F. Carpentier, A. Mortreux, Chem. Rev. 95 (1995) 2485. (c) G. Consiglio, in: I. Ojima (Ed.), Catalytic Asymmetric Syntheses, VCH, Weinheim, 1993, p. 273. M. Beller, B. Cornils, C.D. Frohning, V.W. Kohlpainter, J. Mol. Catal. 104 (1995) 17.
3. Recent reviews see: (a) S. Gladiali, J. Bayón, C. Claver, Tetrahedron: Asymmetry 7 (1995) 1453. (b) F. Agbossou, J.-F. Carpentier, A. Mortreux, Chem. Rev. 95 (1995) 2485. (c) G. Consiglio, in: I. Ojima (Ed.), Catalytic Asymmetric Syntheses, VCH, Weinheim, 1993, p. 273. M. Beller, B. Cornils, C.D. Frohning, V.W. Kohlpainter, J. Mol. Catal. 104 (1995) 17.
4. Recent reviews see: (a) S. Gladiali, J. Bayón, C. Claver, Tetrahedron: Asymmetry 7 (1995) 1453. (b) F. Agbossou, J.-F. Carpentier, A. Mortreux, Chem. Rev. 95 (1995) 2485. (c) G. Consiglio, in: I. Ojima (Ed.), Catalytic Asymmetric Syntheses, VCH, Weinheim, 1993, p. 273. M. Beller, B. Cornils, C.D. Frohning, V.W. Kohlpainter, J. Mol. Catal. 104 (1995) 17.
5. (a) N. Sakai, K. Nozaki, K. Mashima, H. Takaya, Tetrahedron: Asymmetry 3 (1992) 583.
6. (b) N. Sakai, S. Mano, K. Nozaki, H. Takaya, J. Am. Chem. Soc. 115 (1993) 7033.
7. (c) T. Horiuchi, T. Ohta, K. Nozaki, H. Takaya, J. Chem. Soc., Chem. Commun. (1996) 155.
8. (d) K. Nozaki, N. Sakai, T. Nanno, T. Higashijima, K. Mashima, S. Mano, T. Horiuchi, H. Takaya, J. Am. Chem. Soc. 119 (1997) 4413.
9. (a) P.W.N.M. van Leeuwen, C.F. Roobeek, Eur. Pat. Appl. (to Shell), EP 54986 (1982).
10. (b) E. Billig, A.G. Abatjoglou, D.R. Bryant, US Pat. 4,769,498 (to Union Carbide Corp.), 1988.
11. (c) D.J. Wink, T.J. Kwok, A. Yee, Inorg. Chem. 29 (1990) 5006.
12. (d) J. Kwok, D.J. Wink, Organometallics 12 (1993) 1954.
13. (e) J.E. Babin, G.T. Whiteker, WO US Pat. 911,518 (to Union Carbide Corp.), 1992.
14. (g) G.J.H. Buisman, P.C.J. Kamer, P.W.N.M. van Leeuwen, Tetrahedron: Asymmetry 4 (1993) 1625.
15. (h) G.J.H. Buisman, M.E. Martin, E.J. Vos, A. Klootwijk, P.C.J. Kamer, P.W.N.M. van Leeuwen, Tetrahedron: Asymmetry 7 (1995) 719.
16. (i) C. Botteghi, G. Delogu, M. Marchetti, S. Paganelli, B. Sechi, J. Mol. Catal. A: Chem. 143 (1999) 311.
17. (a) L. Stille, H. Su, P. Brechot, G. Parenillo, L.S. Hegedus, Organometallics 10 (1991) 1183.
18. (b) G. Consiglio, S.C.A. Nefkens, A. Borer, Organometallics 10 (1991) 2046.
19. (a) L. Kollár, J. Bakos, I. Tóth, B. Heil, J. Organomet. Chem. 350 (1988) 277.
20. (b) L. Kollár, J. Bakos, I. Tóth, B. Heil, J. Organomet. Chem. 370 (1989) 257.
21. (c) J.K. Kollár, T. Kégl, J. Bakos, J. Organomet. Chem. 453 (1993) 155.
22. (d) A. Scrivanti, S. Zeggio, V. Beghetto, U. Matteoli, J. Mol. Catal. 101 (1995) 217.
23. S. Cserépi-Szucs, J. Bakos, J. Chem. Soc., Chem. Commun. (1997) 635.
24. S. Cserépi-Szucs, I. Tóth, L. Párkányi, J. Bakos, Tetrahedron: Asymmetry 9 (1998) 3135.
25. (a) K. Ito, T. Harada, A. Tai, Y. Izumi, Chem. Lett. (1979) 1049.
26. (b) K. Ito, T. Harada, A. Tai, Bull. Chem. Soc. Jpn. 53 (1980) 3367.
27. (a) G. Szalontai, J. Bakos, I. Tóth, B. Heil, Magn. Reson. Chem. 25 (1987) 761.
28. (b) S. Cserépi-Szucs, G. Huttner, L. Zsolnai, J. Bakos, J. Organomet. Chem. 586 (1999) 70.
29. D.J. Cram, R.C. Helgeson, S.C. Peacock, L.J. Kaplan, L.A. Domeier, P. Moreau, K. Koga, J.M. Mayer, Y. Chao, M.G. Siegel, D.H. Hoffman, G.D.Y. Sogah, J. Org. Chem. 43 (1978) 1930.
30. G.J.H. Buisman, P.C.J. Kamer, P.W.N.M. van Leeuwen, Tetrahedron: Asymmetry 4 (1993) 1625.
31. (a) M.J. Baker, P.G. Pringle, J. Chem. Soc., Chem. Commun. (1991) 1292.
32. (b) M. Yan, L.W. Yang, K.Y. Wong, A.S.C. Chan, J. Chem. Soc., Chem. Commun. (1999) 11.
33. (c) J. Scherer, G. Huttner, M. Buchner, J. Bakos, J. Organomet. Chem. 520 (1996) 45.
34. G.M. Sheldrick, SHELXL-93, Program for crystal structure refinement, University of Göttingen, Germany, 1993.
35. G.M. Sheldrick, SHELXS-86, Program for crystal structure solution, University of Göttingen, Germany, 1986.
36. International Tables for X-ray crystallography, vol. 4, Kynoch Press, Birmingham, 1974.
37. L. Zsolnai, G. Huttner, XPMA, Heidelberg, Germany, 1994.
38. S. Gladiali, E. Alberico, E.S. Pullacchini, L. Kollár, J. Mol. Catal. A: Chem. 143 (1999) 155.
39. M. Garland, P. Pino, Organometallics 10 (1991) 1693.