Ligand effects in the rhodium-catalyzed carbonylation of methanol

Coordination Chemistry Reviews

Volumn 243, Issue 1-2, 2003, Pages 125-142

  Thomas, Christophe M ^a   Süss Fink, Georg ^a  

^a UNIVERSITY OF NEUCHÂTEL   (Switzerland)

Author keywords

Monsanto process; Phosphine ligand; Rhodium complexes

Indexed keywords

ACETIC ACID; ACID ANHYDRIDE; CARBONYL DERIVATIVE; IRIDIUM COMPLEX; METHANOL; PHOSPHINE DERIVATIVE; RHODIUM; RHODIUM COMPLEX;

CATALYSIS; CATALYST; CHEMICAL MODIFICATION; COMPLEX FORMATION; ELECTRON TRANSPORT; MOLECULAR STABILITY; REVIEW;

EID: 0141988914     PISSN: 00108545     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0010-8545(03)00051-1     Document Type: Review

References (91)

1. M.J. Howard, M.D. Jones, M.S. Roberts, S.A. Taylor, Catal. Today 18 (1993) 325.
2. (a) R.T. Eby, T.C. Singleton, in: B.E. Leach (Ed.), Applied Industrial Catalysts, vol. 1, Academic Press, 1983, p. 275;
3. (b) N. von Kutepow, W. Himmele, H. Hohenschutz, Chem. Ing. Technol. 37 (1965) 297.
4. D. Forster, M. Singleton, J. Mol. Catal. 17 (1982) 299.
5. K. Nozaki, Chem. Abstr. 81 (1974) 120023d.
6. N. von Kutepow, F.-J. Müller, Chem. Abstr. 81 (1974) 135473z.
7. T. Imamoto, T. Kusomoto, M. Yokoyama, Bull. Chem. Soc. Jpn 55 (1982) 643.
8. (a) F.E. Paulik, A. Hershman, W.R. Knox, J.F. Roth, Chem. Abstr. 72 (1970) 110807y;
9. (b) J.S. Kanel, S.J. Okrasinski, US Patent to Eastman (1999) 5900504.
10. R.F. Heck, J. Am. Chem. Soc. 85 (1963) 2013.
11. J. Gauthier-Lafaye, R. Perron, European Patent to Rhone-Poulenc (1981) 35458.
12. H.J. Hagemeyer, Chem. Abstr. 50 (1956) 16835d.
13. A.N. Naglieri, N. Rizkalla, Chem. Abstr. 89 (1978) 42469c.
14. K. Fujimoto, T. Shikada, K. Omata, H. Tominaga, Ind. Eng. Chem. Prod. Res. Dev. 21 (1982) 429.
15. N. Ritzkalla, Industrial chemicals via C1 processes, ACS Symposium Series 328 (1987) 61.
16. J.D. Holmes, US Patent to Eastman (1979) 4133963.
17. European Chemical News, 26 May-1 June 1997.
18. (a) W.R. Moser, B.J. Marshik-Guerts, S.J. Okrasinski, J. Mol. Catal. A Chem. 143 (1999) 57;
19. (b) W.R. Moser, B.J. Marshik-Guerts, S.J. Okrasinski, J. Mol. Catal. A Chem. 143 (1999) 71.
20. D. Forster, J. Am. Chem. Soc. 98 (1976) 846.
21. B.C. Gates, Catalytic Chemistry, Wiley, New York, 1992.
22. M. Cheong, R. Schmid, T. Ziegler, Organometallics 19 (2000) 1973.
23. T. Kinnunen, K. Laasonen, J. Mol. Struct. (Theochem) 542 (2001) 273.
24. T. Kinnunen, K. Laasonen, J. Mol. Struct. (Theochem) 540 (2001) 91.
25. T. Kinnunen, K. Laasonen, J. Organomet. Chem. 628 (2001) 222.
26. E.A. Ivanova, P. Gisdakis, V.A. Nasluzov, A.I. Rubailo, N. Rösch, Organometallics 20 (2001) 1161.
27. T.R. Griffin, D.B. Cook, A. Haynes, J.M. Pearson, D. Monti, G.E. Morris, J. Am. Chem. Soc. 118 (1996) 3029.
28. D. Forster, Adv. Organometal. Chem. 17 (1979) 255.
29. A. Haynes, B.E. Mann, G.E. Morris, P.M. Maitlis, J. Am. Chem. Soc. 115 (1993) 4093.
30. M. Bassetti, D. Monti, A. Haynes, J.M. Pearson, I.A. Stanbridge, P.M. Maitlis, Gaz. Chim. Ital. 122 (1992) 391.
31. G.W. Adamson, J.J. Daly, D. Forster, J. Organomet. Chem. 71 (1974) C17.
32. H. Adams, N.A. Bailey, B.E. Mann, C.P. Manuel, C.M. Spencer, A.G. Kent, J. Chem. Soc. Dalton Trans. (1988) 489.
33. L.A. Howe, E.E. Bunel, Polyhedron 14 (1995) 167.
34. J.F. Roth, J.H. Craddock, A. Hershman, F.E. Paulik, Chem. Technol. (1971) 600.
35. D. Forster, T.W. Dekleva, J. Chem. Edu. 63 (1986) 204.
36. D.J. Watson, Catalysis of Organic reactions, Marcel Dekker, New York, 1998, p. 369.
37. A. Haynes, P.M. Maitlis, R. Quyoum, C. Pulling, H. Adams, S.E. Spey, R.W. Strange, J. Chem. Soc. Dalton Trans. (2002) 2565.
38. R.G. Schultz, P.D. Montgromerry, J. Catal. 13 (1969) 105.
39. A. Krzywicki, M. Marczewski, J. Mol. Catal. 6 (1979) 431.
40. M.S. Scurrell, R.F. Howe, J. Mol. Catal. 7 (1980) 535.
41. G. Luft, G. Ritter, US Patent to Hoechst (1987) 4657884.
42. G. Luft, G. Ritter, US Patent to Hoechst (1988) 4776987.
43. R.S. Drago, E.D. Nyberg, A.E. Amma, A. Zombeck, Inorg. Chem. 20 (1981) 641.
44. M.S. Jarrel, B.C. Gates, J. Catal. 40 (1975) 255.
45. J. Hjortkjaer, Y. Chen, B. Heinrich, Appl. Catal. 67 (1991) 269.
46. C.R. Marston, L.G. Goe, European Patent to Reilly (1988) 277824.
47. N. Yoneda, Y. Shiroto, K. Hamato, S. Asaoka, T. Maejima, US Patent to Chiyoda (1994) 5334755.
48. T. Minami, K. Shimokawa, K. Hamato, Y. Shiroto, N. Yoneda, US Patent to Chiyoda (1994) 5364963.
49. T. Minami, K. Hamato, K. Shimokawa, Y. Shiroto, US Patent to Chiyoda (1996) 5576458.
50. N. Yoneda, T. Minami, J. Weiszmann, B. Spehlmann, Science and Technology in Catalysis, Proceedings of the Third Tokyo Conference on Advanced Catalytic Science and Technology (1998) 93.
51. (a) M.A. Murphy, B.L. Smith, G.P. Torrence, A. Agulio, J. Organomet. Chem. 303 (1986) 257;
52. (b) B.L. Smith, G.P. Torrence, M.A. Murphy, A. Agulio, J. Mol. Catal. 39 (1987) 115.
53. (a) F. Paulik, J.E. Roth, J. Chem. Soc. Chem. Commun. (1968) 1578;
54. (b) K.K. Robinson, A. Hershman, J.H. Craddock, J.F. Roth, J. Catal. 27 (1972) 389;
55. (c) A. Hershman, W.R. Knox, F.E. Paulik, J.E. Roth, Monsanto Company, US Patent (1973) 3769329.
56. (a) T.W. Dekleva, D. Forster, Adv. Catal. 34 (1986) 81;
57. (b) D. Brodzki, B. Denise, G. Pannetier, J. Mol. Catal. 2 (1977) 149;
58. (c) T. Matsumoto, K. Mori, A. Ozaki, J. Catal. 51 (1978) 96;
59. (d) T. Mizoroki, T. Matsumoto, A. Ozaki, Bull. Chem. Soc. Jpn 52 (1979) 479.
60. (a) G.J. Sunley, D.J. Watson, Catal. Today 58 (2000) 293;
61. (b) J.H. Jones, Platinum Metal Rev. 44 (2000) 94.
62. K.E. Clode, D.J. Watson, C.J.E. Vercauteren, European Patent to BP Chemicals (1994) 616997.
63. D. Forster, J. Chem. Soc. Dalton Trans. (1979) 1639.
64. P.M. Maitlis, A. Haynes, G.J. Sunley, M.J. Howard, J. Chem. Soc. Dalton Trans. (1996) 2187.
65. M.F. Giles, G. Rafeletos, M.J. Baker, C.S. Garland, European Patent to BP Chemicals (1996) 749948.
66. J.G. Sunley, M.F. Giles, C.S. Garland, European Patent to BP Chemicals (1995) 643034.
67. C.S. Garland, M.F. Giles, A.D. Poole, J.G. Sunley, European Patent to BP Chemicals (1996) 728726.
68. J.P. Collman, L.S. Hegedus, J.R. Norton, R.G. Finke, Principles and Applications of Organotransition Metal Chemistry, University Science Books, Mill Valley, CA, 1987.
69. J.R. Dilworth, J.R. Miller, N. Wheatley, M.J. Baker, J.G. Sunley, J. Chem. Soc. Chem. Commun. (1995) 1579.
70. K.V. Katti, B.D. Santarsiero, A.A. Pinkerton, R.G. Cavell, Inorg. Chem. 32 (1993) 5919 (and references therein).
71. R.W. Wegman, A.G. Abatjoglou, A.M. Harrison, J. Chem. Soc. Chem. Commun. 1 (1987) 1891 (and references therein).
72. K.G. Moloy, R.W. Wegman, Organometallics 8 (1989) 2883.
73. J. Rankin, A.D. Poole, A.C. Benyei, D.J. Cole-Hamilton, Chem. Commun. 19 (1997) 1835.
74. J. Rankin, A.C. Benyei, A.D. Poole, D.J. Cole-Hamilton, J. Chem. Soc. Dalton Trans. (1999) 3771.
75. M.J. Baker, M.F. Giles, A.G. Orpen, M.J. Taylor, R.J. Watt, J. Chem. Soc. Chem. Commun. (1995) 197.
76. C.-A. Carraz, E.J. Ditzel, A.G. Orpen, D.D. Ellis, P.G. Pringle, G.J. Sunley, Chem. Commun. 14 (2000) 1277.
77. T.G. Schenck, C.R.C. Milne, J.F. Sawyer, B. Bosnich, Inorg. Chem. 24 (1985) 2338.
78. G.J. Lamprecht, G.J. Van Zyl, J.G. Leipoldt, Inorg. Chim. Acta 164 (1989) 69.
79. M.J. Menu, P. Desrosiers, M. Darguenave, Y. Darguenave, Organometallics 6 (1987) 1822.
80. I.C. Douek, G. Wilkinson, J. Chem. Soc. A 1 (1969) 2604.
81. T.C. Blagborough, R. Davis, I. Ivison, J. Organomet. Chem. 467 (1994) 85.
82. A. Bader, E. Lindner, Coord. Chem. Rev. 108 (1991) 27.
83. L. Gonsalvi, H. Adams, G.J. Sunley, E. Ditzel, A. Haynes, J. Am. Chem. Soc. 121 (1999) 11233.
84. M.J. Howard, G.J. Sunley, A.D. Poole, R.J. Watt, B.K. Sharma, Stud. Surf. Sci. Catal. 121 (1999) 61.
85. C.P. Casey, E.L. Paulsen, E.W. Beuttenmueller, B.R. Proft, B.A. Matter, D.R. Powell, J. Am. Chem. Soc. 121 (1999) 63 (and references therein).
86. C.M. Thomas, R. Mafua, B. Therrien, E. Rusanov, H. Stoeckli-Evans, G. Süss-Fink, Chem. Eur. J. 8 (2002) 3343.
87. E.K. van den Beuken, A. Meetsma, H. Kooijman, A.L. Spek, B.L. Feringa, Inorg. Chim. Acta 264 (1997) 171.
88. P. Das, D. Konwar, P. Sengupta, D.K. Dutta, Trans. Met. Chem. 25 (2000) 426.
89. P. Das, M. Boruah, N. Kumari, M. Sharma, D. Konwar, D.K. Dutta, J. Mol. Catal. 178 (2002) 283.
90. C.M. Thomas, A. Neels, H. Stoeckli-Evans, G. Süss-Fink, Eur. J. Inorg. Chem. 12 (2001) 3005.
91. J.R. Dilworth, D. Morales, Y. Zheng, J. Chem. Soc. Dalton Trans. (2000) 3007.