The Rh4(CO)12-catalyzed hydroformylation of 3,3-dimethylbut-1-ene promoted with HMn(CO)5. Bimetallic catalytic binuclear elimination as an origin for synergism in homogeneous catalysis

Journal of the American Chemical Society

Volumn 125, Issue 18, 2003, Pages 5540-5548

  Li, Chuanzhao ^a   Widjaja, Effendi ^a   Garland, Marc ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

[No Author keywords available]

Indexed keywords

PRODUCT FORMATION;

CATALYSTS; FOURIER TRANSFORM INFRARED SPECTROSCOPY; REACTION KINETICS; SPECTROSCOPIC ANALYSIS;

RHODIUM COMPOUNDS;

3,3 DIMETHYLBUT 1 ENE; BUTANE; CARBONYL DERIVATIVE; MANGANESE DERIVATIVE; METAL COMPLEX; METHYL GROUP; RHODIUM DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION KINETICS; COMPLEX FORMATION; INFRARED SPECTROSCOPY; LOW TEMPERATURE;

EID: 0038630901     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja029499i     Document Type: Article

References (61)

1. Kosak, J. R. Chem. Ind. 1996, 68, 31-41.
2. Jenner, G. J. Organomet. Chem. 1988, 346 (2), 237-251.
3. Muetterties, E. L. Bull. Soc. Chim. Belg. 1975, 84 (10), 959-986.
4. Lewis, L. N. Chem. Rev. 1993, 93 (8), 2693-730.
5. Adams, R. D., Albert Cotton, F., Eds. Catalysis by Di- and Polynuclear Metal Cluster Complexes: Wiley: New York, 1998.
6. Langford, C. H.; Gray, H. B. Ligand Substitution; W. A. Benjamin: New York, 1965.
7. Norton, J. R. Acc. Chem. Res. 1979, 12, 139-145.
8. Breslow, D. S.; Heck, R. F. Chem. Ind. 1960, 467.
9. Hoxmeier, R. J.; Blickensderfer, J. R.; Kaesz, H. D. Inorg. Chem. 1979, 18 (12), 3453-3461.
10. Mitchell, C. M.; Stone, F. G. A. J. Chem. Soc., Dalton Trans. 1972. 1, 102-107.
11. Renaut, P.; Tainturier, G.; Gautheron, B. J. Organomet. Chem. 1978, 150 (1), C9-C10.
12. Jones, W. D.; Bergman, R. G. J. Am. Chem. Soc. 1979, 101 (18), 5447-5449.
13. Martin, B. D.; Warner, K. E.; Norton, J. R. J. Am. Chem. Soc. 1986, 108, 33-39.
14. Hoxmeier, R. J.; Blickensderfer, J. R.; Kaez, H. D. Inorg. Chem. 1979, 18, 3453-3461.
15. Carter, W. J.; Okrasinski, S. J.; Norton, J. R. Organometallics 1985, 4 (8), 1376-1386.
16. Golodov, V. A. J. Res. Inst. Catal. 1981, 29 (1), 49-60.
17. Beletskaya, I. P.; Voskoboinikov, A. Z.; Magomedov, G. K. Metalloorg. Khim. 1989, 2 (4), 810-813.
18. Beletskaya, I. P.; Magomedov, G. K.; Voskoboinikov, A. Z. J. Organomet. Chem. 1990, 385, 289-295.
19. Evans, W. J.; Meadows, J. H.; Wayda, A. L.; Hunter, W. E.; Atwood, J. L. J. Am. Chem. Soc. 1982, 104 (7), 2008-2014.
20. Mirbach, M. F. J. Organomet. Chem. 1984, 265 (2), 205-213.
21. Marko, L. Aspects Homogeneous Catal. 1974, 2, 3-55.
22. Alemdaroglu, N. H.; Penninger, J. L. M.; Oltay, E. Monatsh. Chem. 1976, 107, 1043-1053.
23. Alemdaroglu, N. H.; Penninger, J. L. M.; Oltay, E. Monatsh. Chem. 1976, 107, 1153-1165.
24. Sunley, G. J.; Watson, D. J. Catal. Today 2000, 58, 293-307.
25. Whyman, R.; Wright, A. P.; Iggo, J. A.; Heaton, B. T. J. Chem. Soc., Dalton Trans. 2002, 771-777.
26. Wright, A. P.; Whyman, R.; Watt, R. J.; Morris, G. E.; Iggo, J. A.; Heaton, B. T. In 13th International Symposium on Homogeneous Catalysis (Book of Abstracts); Tarragona, Spain, 2002; p 295.
27. Van Leeuwen, P. W. N. M. In Rhodium Catalyzed Hydroformylation; Van Leeuwen, P. W. N. M.; Claver, C., Eds.; Kluwer Academic Publishers: Boston, 2000; pp 1-15.
28. Schiller, G. Ger Pat 965.605, 1956.
29. Csontos, G.; Heil, B.; Marko, L. Ann. N. Y. Acad. Sci. 1974, 239, 47-54.
30. Frohning, C. D.; Kohlpaintner, C.W. In Applied Homogeneous Catalysis with Organometallic Compounds: A Comprehensive Handbook; Boy, Comils, Wolfgang, A., Herrmann, Eds.; Wiley-VCH: Weinheim, 1996; Vol. 1, Chapter 2.
31. Chew, W.; Widjaja, E.; Garland, M. Organometallics 2002, 21, 1882-1990.
32. Widjaja, E.; Li, C.; Garland, M. Organometallics 2002, 21, 1991-1997.
33. Li, C.; Widjaja, E.; Chew, W.; Garland, M. Angew. Chem. Int. Eng. 2002, 20, 3785-3789.
34. Shannon, C. E. Bell Syst. Technol. J. 1948, 27, 379-423.
35. Weil, T. A.; Metlin, S.; Wender, I. J. Organomet. Chem. 1973, 49 (1), 227-232.
36. Garland, M.; Pino, P. Organometallics 1990, 10, 1693-1704.
37. Garland, M. Organometallics 1993, 12, 535-543.
38. Feng, J.; Garland, M. Organometallics 1999, 18 (3), 417-427.
39. Garland, M.; Bor, G. Inorg. Chem. 1989, 28 (3), 410-413.
40. Whyman, R. J. Chem. Soc., Dalton Trans. 1972, 13, 1375-1381.
41. Chini, P.; Heaton, B. T. Top. Curr. Chem. 1977, 71, 1-70.
42. Chini, P. Chem. Commun. 1967, 440-441.
43. Whyman, R. In In Situ Spectroscopic Studies in Homogeneous Catalysis; Advances in Chemistry Series 230 (Homogeneous Transition Met. Catal. React.), 1992; pp 19-31.
44. Vidal, J. L.; Walker, W. E. Inorg. Chem. 1981, 20, 249-254.
45. Dickson, R. S. Homogeneous Catalysis with Compounds of Rhodium and Iridium; D. Reidel Publishing Company: Dordrecht, Holland, 1985.
46. Fyhr, C.; Garland, M. Organometallics 1993, 12 (5), 1753-1764.
47. James, B. R. In Comprehensive Organometallic Chemistry: The Synthesis, Reactions, and Structures of Organometallic Compounds; Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon Press: New York, 1982; Vol. 18.
48. Garland, M.; Pino, P. Organometallics 1990, 9 (6), 1943-1949.
49. Churchill, M. R.; Li, Y.; Shapley, J. R.; Foose, D. S.; Uchiyama, W. S. J. Organomet. Chem. 1986, 312, 121-132.
50. Bor, G.; Dietler, U. K.; Pino, P.; Poe, A. J. Organomet. Chem. 1978, 154, 301-315.
51. Slivinskii, E. V.; et al. Neftekhimiya 1990, 30 (1), 53-57.
52. Leong, M. L. Kinetic Polynomials of the Homogeneous Bimetallic Catalytic Elimination Reaction; B. Eng Thesis, National University of Singapore, 1999.
53. Feinberg, M. In Mathematical Models of Chemical Reactions; Erdi, P., Toth, J., Eds.; Manchester University Press: Manchester, 1989; Chapter 4.
54. Chan, Y. Y. Homogeneous Catalytic Binuclear Elimination Reactions in CFSTRs; Application of Feinberg's and Horiuti's Theorems. B. Eng. Thesis, National University of Singapore, 1999.
55. Shriver, D. F.; Drezdzon, M. A. The Manipulation of Air-Sensitive Compounds; Wiley: New York, 1986.
56. Byers, B. H.; Brown, T. L. J. Am. Chem. Soc. 1977, 99 (8), 2527-2532.
57. Whyman, R. In Laboratory Methods in Vibrational Spectroscopy, 3rd ed.; Willis, H. A., van der Maas, J. H., Miller, R. G. J., Eds.; Wiley: New York, 1987; Chapter 12.
58. Shirt, R.; Garland, M.; Rippin, D. W. T. Anal. Chim. Acta 1998, 374, 67-91.
59. Garland, M. Transport Effects in Homogeneous Catalysis in Encyclopedia of Catalysis: Horvath, I. T., Ed.; Wiley: New York, 2002.
60. Chen, L. The Exploratory Chemometric Studies of the Homogeneous Rhodium Catalyzed Hydroformylation of Isoprene. Ph.D. Thesis, National University of Singapore, 2002.
61. Chen, L.; Garland, M. Appl. Spectrosc. 2002, 56, 1422-1428.