Quaternary ammonium derivatives of cinchonidine as new chiral modifiers for platinum

Journal of Catalysis

Volumn 233, Issue 2, 2005, Pages 333-341

  Orglmeister, Elisabeth ^a   Mallat, Tamas ^a   Baiker, Alfons ^a  

^a ETH ZURICH   (Switzerland)

Author keywords

Asymmetric hydrogenation; Heterogeneous catalysis; Ketopantolactone; N,O dimethyl cinchonidinium chloride; N methyl cinchonidinium chloride; Pt Al2O3

Indexed keywords

ACTIVATION ANALYSIS; ALCOHOLS; ALKYLATION; AMINES; ELECTROSTATICS; ESTERS; HYDROGENATION; KETONES; PLATINUM; POSITIVE IONS;

ASYMMETRIC HYDROGENATION; KETOPANTOLACTONE; N,O-DIMETHYL-CINCHONIDINIUM CHLORIDE; N-METHYL-CINCHONIDINIUM CHLORIDE; PT/AL203;

AMMONIUM COMPOUNDS;

EID: 22144471911     PISSN: 00219517     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jcat.2005.04.034     Document Type: Article

References (60)

1. A. Baiker, and H.U. Blaser G. Ertl H. Knözinger J. Weitkamp Enantioselective Catalysts and Reactions Handbook of Heterogeneous Catalysis vol. 5 1997 VCH Weinheim 2422
2. P.B. Wells, and A.G. Wilkinson Top. Catal. 5 1998 39
3. C.J. Baddeley Top. Catal. 25 2003 17
4. D.Y. Murzin, P. Mäki-Arvela, and T. Salmi Kinet. Catal. 44 2003 323
5. A. Tungler, and G. Fogassy J. Mol. Catal. A: Chem. 173 2001 231
6. T. Mallat, and A. Baiker R.A. Sheldon H. van Bekkum Enantioselective Hydrogenation with Solid Catalysts Fine Chemicals through Heterogeneous Catalysis 2001 Wiley-VCH Weinheim 449
7. T. Osawa, T. Harada, and O. Takayasu Top. Catal. 13 2000 155
8. T. Sugimura Catal. Surv. Jpn. 3 1999 37
9. Y. Orito, S. Imai, and S. Niwa J. Chem. Soc. Japan 1979 1118
10. H.U. Blaser, and M. Müller Stud. Surf. Sci. Catal. 59 1991 73
11. J.A. Slipszenko, S.P. Griffiths, P. Johnston, K.E. Simons, W.A.H. Vermeer, and P.B. Wells J. Catal. 179 1998 267
12. B. Török, K. Felföldi, K. Balázsik, and M. Bartók Chem. Commun. 17 1999 1725
13. M. von Arx, T. Mallat, and A. Baiker Top. Catal. 19 2002 75
14. O.J. Sonderegger, T. Bürgi, L.K. Limbach, and A. Baiker J. Mol. Catal. A: Chem. 217 2004 93
15. T. Varga, K. Felföldi, P. Forgó, and M. Bartók J. Mol. Catal. A: Chem. 216 2004 181
16. R. Hess, T. Mallat, and A. Baiker J. Catal. 218 2003 453
17. E. Toukoniitty, P. Maeki-Arvela, M. Kuzma, A. Villela, A.K. Neyestanaki, T. Salmi, R. Sjoeholm, R. Leino, E. Laine, and D.Y. Murzin J. Catal. 204 2001 281
18. A. Szabó, N. Künzle, T. Mallat, and A. Baiker Tetrahedron: Asymmetry 10 1999 61
19. A. Perosa, P. Tundo, and M. Selva J. Mol. Catal. A: Chem. 180 2002 169
20. C. Exner, A. Pfaltz, M. Studer, and H.-U. Blaser Adv. Synth. Catal. 345 2003 1253
21. H.U. Blaser, H.P. Jalett, W. Lottenbach, and M. Studer J. Am. Chem. Soc. 122 2000 12675
22. M. Bartók, K. Felföldi, G. Szöllösi, and T. Bartók Catal. Lett. 61 1999 1
23. S. Diezi, T. Mallat, A. Szabó, and A. Baiker J. Catal. 228 2004 162
24. T. Heinz, G.Z. Wang, A. Pfaltz, B. Minder, M. Schürch, T. Mallat, and A. Baiker J. Chem. Soc. Chem. Commun. 1995 1421
25. M. Schürch, T. Heinz, R. Aeschimann, T. Mallat, A. Pfaltz, and A. Baiker J. Catal. 173 1998 187
26. A. Tungler, T. Máthé, K. Fodor, R.A. Sheldon, and P. Gallezot J. Mol. Catal. A: Chem. 108 1996 145
27. A. Solladié-Cavallo, C. Marsol, and F. Garin Tetrahedron Lett. 43 2002 4733
28. E. Orglmeister, T. Mallat, and A. Baiker Adv. Synth. Catal. 347 2005 78
29. H.U. Blaser, H.P. Jalett, D.M. Monti, A. Baiker, and J.T. Wehrli Stud. Surf. Sci. Catal. 67 1991 147
30. P.B. Wells, and R.P.K. Wells D.E. De Vos I.F.J. Vankelecom P.A. Jacobs Chiral Catalyst Immobilization and Recycling 2000 Wiley-VCH Weinheim 123
31. T. Bürgi, and A. Baiker Acc. Chem. Res. 37 2004 909
32. N. Bonalumi, T. Bürgi, and A. Baiker J. Am. Chem. Soc. 125 2003 13342
33. Y. Nitta, and A. Shibata Chem. Lett. 27 1998 161
34. K. Borszéky, T. Bürgi, Z. Zhaohui, T. Mallat, and A. Baiker J. Catal. 187 1999 160
35. M. Schürch, N. Künzle, T. Mallat, and A. Baiker J. Catal. 176 1998 569
36. N. Künzle, R. Hess, T. Mallat, and A. Baiker J. Catal. 186 1999 239
37. S. Diezi, A. Szabó, T. Mallat, and A. Baiker Tetrahedron: Asymmetry 14 2003 2573
38. M. Schürch, O. Schwalm, T. Mallat, J. Weber, and A. Baiker J. Catal. 169 1997 275
39. P.A. Meheux, A. Ibbotson, and P.B. Wells J. Catal. 128 1991 387
40. M. Bartók, G. Szöllösi, K. Balàzsik, and T. Bartók J. Mol. Catal. A: Chem. 177 2002 299
41. W.-R. Huck, T. Bürgi, T. Mallat, and A. Baiker J. Catal. 216 2003 276
42. M. Garland, and H.U. Blaser J. Am. Chem. Soc. 112 1990 7048
43. G. Bond, P.A. Meheux, A. Ibbotson, and P.B. Wells Catal. Today 10 1991 371
44. E. Toukoniitty, and D.Y. Murzin Catal. Lett. 93 2004 171
45. M. von Arx, N. Dummer, D.J. Willock, S.H. Taylor, R.P.K. Wells, P.B. Wells, and G.J. Hutchings Chem. Commun. 2003 1926
46. S. Nishimura Handbook of Heterogeneous Catalytic Hydrogenation for Organic Synthesis 2001 Wiley New York p. 497
47. H.W. Xiang J. Phys. Chem. Ref. Data 30 2001 1161
48. B. Török, K. Felföldi, G. Szakonyi, and M. Bartók Ultrason. Sonochem. 4 1997 301
49. B. Török, K. Felföldi, G. Szakonyi, K. Balázsik, and M. Bartók Catal. Lett. 52 1998 81
50. E. Toukoniitty, P. Maki-Arvela, A.K. Neyestanaki, E. Laine, J.P. Mikkola, T. Salmi, and D.Y. Murzin React. Kinet. Catal. Lett. 73 2001 3
51. S.C. Mhadgut, I. Bucsi, M. Török, and B. Török Chem. Commun. 2004 984
52. É. Sípos, and A. Tungler React. Kinet. Catal. Lett. 80 2003 365
53. W.-R. Huck, T. Mallat, and A. Baiker Catal. Lett. 80 2002 87
54. M. Maris, W.-R. Huck, T. Mallat, and A. Baiker J. Catal. 219 2003 52
55. T. Mallat, Z. Bodnar, B. Minder, K. Borszeky, and A. Baiker J. Catal. 168 1997 183
56. A. Tungler React. Kinet. Catal. Lett. 74 2001 271
57. R. Hess, F. Krumeich, T. Mallat, and A. Baiker Catal. Lett. 92 2004 141
58. P.I. Dalko, and L. Moisan Angew. Chem. Int. Ed. 43 2004 5138
59. E.J. Corey, F. Xu, and M.C. Noe J. Am. Chem. Soc. 119 1997 12414
60. A. Goldblum, and J. Katzhendler J. Chem. Res. Synop. 1985 74