Activation parameters for the reactive intermediates relevant to carbonylation catalysts based on cobalt carbonyls

Inorganic Chemistry

Volumn 42, Issue 2, 2003, Pages 575-580

  Massick, Steve M ^a   Buttner, Torsten ^a   Ford, Peter C ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE; CARBONYL DERIVATIVE; COBALT DERIVATIVE;

ARTICLE; CATALYSIS; CATALYST; INFRARED SPECTROSCOPY; PHOTOLYSIS; REACTION ANALYSIS; SYNTHESIS;

EID: 0037467721     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic020567b     Document Type: Article

References (55)

1. (a) Taken in part from the Diplomarbeit, by T.B., submitted in June 2000 to the Chemisch Geowissenschaftliche Falcultät, Institut für Anorganische und Analytische Chemie, Friedrich-Schiller-Universität Jena, Germany.
2. (b) Reported in part at the 217th ACS National Meeting, Anaheim, CA, March 1999; INORG 168.
3. (a) Parshall, G. W.; Ittel, S. D. Homogeneous Catalysis; John Wiley & Sons: New York, 1992.
4. (b) Cornils, B.; Herrmann, W. A. Applied homogeneous catalysis with organometallic compounds: a comprehensive handbook in two volumes; VCH: Weinheim, New York, 1996.
5. Collman J. P.; Hegedus, L. S.; Norton, J. R.; Finke, R. G. Principles and Applications of Organotransition Metal Chemistry; University Science Books: Mill Valley, CA, 1987; Chapter 6.
6. (a) Mawby, R. J.; Basolo, F.; Pearson. R. G. J. Am. Chem. Soc. 1964, 86, 3994-3999.
7. (b) Calderazzo, F. Angew. Chem., Int. Ed. Engl. 1977, 16, 299-311.
8. (c) Cawse, J. N.: Fiato, R. A.; Pruett, R. L. J. Organomet. Chem. 1979, 172, 405-413.
9. (d) Flood, T. C. Top. Stereochem. 1981, 12, 37-118.
10. (e) Webb, S.; Giandomenico, C.; Halpem, J. J. Am. Chem. Soc. 1986, 108, 345-347.
11. (f) Cavell, K. J. Coord. Chem. Rev. 1996, 155, 209-243.
12. Jordon, R. B. Reaction Mechanisms of Inorganic and Organometallic Systems, 2nd ed.; Oxford University Press: New York. 1998.
13. (a) Belt, S. T.; Ryba, D. W.; Ford, P. C. J. Am. Chem. Soc. 1991, 113, 9524-9528.
14. (b) Boese, W. T.; Lee, B. L.; Ryba, D. W.; Belt, S. T.; Ford, P. C. Organometallics 1993, 12, 4739-4741.
15. (c) Boese, W. T.; Ford, P. C. Organometallics 1994, 13, 3525-3531.
16. (d) Boese, W. T.; Ford, P. C. J. Am. Chem. Soc. 1995, 117, 8381-8391.
17. (a) McFarlane, K. L.; Ford, P. C. Organometallics 1998, 17, 1166-1168.
18. (b) McFarlane, K. L.; Lee, B.; Fu, W. F.; van Eldik, R.; Ford, P. C. Organometallics 1998, 17, 1826-1834.
19. (c) Massick, S. M.; Ford, P. C. Organometallics 1999, 18, 4362-4366.
20. Massick, S.; Rabor, J.; Elbers, S.; Marhenke, J.; Bernhard, S.; Schoonover, J.; Ford, P. C. Inorg. Chem. 2000, 39, 3098-3106.
21. (a) Rathke, J. W.; Klinger, R. J.; Krause, T. R. Organometallics 1991, 10, 1350-1355.
22. (b) Knifton, J. F.; Lin. J. J. J. Mol. Catal. 1993, 81, 27-36.
23. (c) Piotti, M. E.; Alper, H. J. Am. Chem. Soc. 1996, 118, 111-116.
24. (d) Kramarz, K. W.; Klingler, R. J.; Fremgen, D. E.: Rathke, J. W. Catal. Today 1999, 49, 339-352.
25. (e) Miguel, S.; Zeigler, T. Organometallics 1996, 15, 2611 and references therein.
26. (f) Rossi, L., Piacenti, F. Bianchi, M.; Frediani, P.: Salvini, A. Eur. J. Inorg. Chem. 1999, 67-68.
27. (g) Goh, S. K.; Marynick, D. S. Organometallics 2002, 22, 2262-2267.
28. (h) Allmendinger, M., Eberhardt, R.; Luinstra, G.; Reiger, B. J. Am. Chem. Soc. 2002, 124, 5646-5647.
29. Heck, R. F.; Breslow, D. S. J. Am. Chem. Soc. 1962, 84, 2499-2502.
30. (a) Martin, J. T.; Baird, M. C. Organometallics 1983, 2. 1073-1078.
31. (b) Kovacs, I.; F. Ungvary, Marko, L. Organometallics 1986, 5, 209-215.
32. (c) Roe, D. C. Organometallics 1987, 6, 942-946.
33. (d) Pino, P.; Major, A.; Spindler, F.; Tannenbaum, R.; Bor, G.; Horvath, I. T. J. Organomet. Chem. 1991, 417, 65-76.
34. (e) Borovikov, M. S.; Kovacs, I.; Ungvary, F.; Sisak, A.; Marko, L. Organometallics 1992, 11, 1576-1579.
35. (f) Bartik, T.; Krummling, T.; Happ, B.; Sieker, A.; Marko, L.; Boese, R.; Ugo, R.; Zucchi, C.; Palyi, G. Catal. Lett. 1993, 19, 383-389.
36. (g) Klingler, R. J.; Rathke, J. W. J. Am. Chem. Soc. 1994, 116, 4772-4785.
37. (h) Rathke, J. W.; Klinger, R. J., II; R. E. G.; Kramarz, K. W.; Woelk, K. Prog. NMR Spectrosc. 1997, 30, 209-253.
38. Riddick, J. A.; Bunger,. W. B.; Sakano, T. K. Organic Solvents Physical Properties and Methods of Purification, 4th ed.: John Wiley & Sons: New York, 1986: Vol. II.
39. Lindner, E.; Zipper, M. Chem. Ber. 1974, 107, 1444-1455.
40. (b) Roe. D. C. Organometallics 1987, 6, 942-946.
41. Concentrations of CO in various solvents were corrected for differences in solubility: IUPAC Solubility Data Series: Carbon Monoxide; Cargill, R. W., Ed.; Pergamon Press: New York, 1990; Vol. 43.
42. (a) Ford, P. C.; Bridgewater, J. S.; Lee, B. Photochem. Photobiol. 1997, 65, 57-64.
43. (b) DiBenedetto, J. A.; Ryba, D. W.; Ford, P. C. Inorg. Chem. 1989, 28, 3503-3507.
44. (c) Bridgewater, J. S.; Schoonover, J. R.; Netzel, T. L.; Massick, S. M.; Ford, P. C. Inorg. Chem 2001, 40, 1466-1476.
45. (a) Calvert, R. B.; Shapley, J. R. J. Am. Chem. Soc. 1978, 100, 7726-7727.
46. (b) Buchanan, J. M.; Stryker, J. M.; Bergman, R. G. J. Am. Chem. Soc. 1986, 108, 1537-1550.
47. (c) Piers, W. E.; Bercaw, J. E., J. Am. Chem. Soc. 1990, 112, 9406-7.
48. (d) Paur-Afshari, R.; Lin, J.; Schultz, R. H. Organometallics 2000, 19, 1682-1691.
49. (e) Tanner, Martha J.; Brookhart, M.; DeSimone, J. M. J. Am. Chem. Soc. 1997, 119, 7617-7618.
50. (a) Mawby, R. J.; Basolo, F.; Pearson, R. G. J. Am. Chem. Soc. 1964, 86, 3994-3999.
51. (b) Butler, I. S.; Basolo, F.; Pearson, R. G. Inorg. Chem. 1967, 6, 2074.
52. (c) Noack, K.; Calderazzo, F. J. Organomet. Chem. 1967, 10, 101-104.
53. (d) Wax, M. J.; Bergman, R. G. J. Am. Chem. Soc. 1981, 103, 7028-7030.
54. (e) Cotton, J. D.: Bent, T. L. Organometallics 1991, 10, 3156-3160.
55. The stereochemistry depicted in Scheme 1 is strictly conjectural for both reactions. The pathways chosen would have the minimum number of steps to give the most stable isomers in each case with the phosphine and acyl (for A) or alkyl (for M) groups in the trans axial positions.