Transition metal complexes with sulfur ligands. 117. A reaction cycle for nickel mediated thioester formation from alkyl, CO, and thiolate groups modeling the acetyl-coenzyme A synthase function of CO dehydrogenase

Journal of the American Chemical Society

Volumn 118, Issue 23, 1996, Pages 5368-5374

  Sellmann, Dieter ^a   Häussinger, Daniel ^a   Knoch, Falk ^a   Moll, Matthias ^a  

^a UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON MONOXIDE DEHYDROGENASE; METAL COMPLEX; NICKEL COMPLEX;

ARTICLE; COMPLEX FORMATION; CRYSTALLOGRAPHY; CYCLIC POTENTIOMETRY; MODEL; REACTION ANALYSIS;

EID: 0029943138     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja952598u     Document Type: Article

References (55)

1. Part 116: Sellmann. D.; Kremitzl, H.-J.; Knoch, F.; Moll, M. Z. Naturforsch., in press.
2. (a) Sellmann, D.; Hofmann, T.; Knoch, F. Z. Naturforsch. 1994, 49b, 821-826.
3. (b) Sellmann, D.; Prechtel, W.; Knoch, F.; Moll, M. Z. Naturforsch. 1992, 47b, 1411-1423.
4. (c) Sellmann, D.; Schillinger, H.; Knoch, F. Z. Naturforsch. 1992, 47b, 748-753.
5. (d) Sellmann, D.; Schillinger, H.; Knoch, F. Z. Naturforsch. 1992, 47b, 645-655.
6. (e) Sellmann, D.; Fünfgelder, S.; Knoch, F. Z. Naturforsch. 1991, 46b, 1593-1600.
7. (f) Sellmann, D.; Fünfgelder, S.; Knoch, F.; Moll, M. Z. Naturforsch. 1991, 46b, 1601-1608.
8. (g) Sellmann, D.; Fünfgelder, S.; Pöhlmann, G.; Knoch, F.; Moll, M. Inorg. Chem. 1990, 29, 4772-4778.
9. Burgess, B. K. Chem. Rev. 1990, 90, 1377-1406.
10. Burger, K. Biocoordination Chemistry; Ellis Horwood: New York, 1990; Chapter 1.
11. Eidsness, M. K.; Sullivan, R. J.; Scott, R. A. In The Bioinorganic Chemistry of Nickel; Lancaster, J. R., Jr., Ed.; VCH: New York, 1988; pp 83-90.
12. (a) Halcrow, M. A.; Christou, G. Chem. Ren. 1994, 94, 2421-2481.
13. (b) Kolodziej, A. F. In Progress in Inorganic Chemistry; Karlin, K. D., Ed.; Wiley: New York, 1994; Vol. 41, pp 493-597.
14. (a) Bastian, N. R.; Diekert, G.; Niederhoffer, E. C.; Teo, B.-K.; Walsh, C. T.; Orme-Johnson, W. H. J. Am. Chem. Soc. 1988, 110, 5581-5582.
15. (b) Yamamura, T.; Nakamura, N.; Yasui, A.; Sasaki, A.; Arai, H. Chem. Lett. 1991, 875-878.
16. (c) Scott, R. A. Physica B (Amsterdam) 1989, 158, 84-86.
17. (d) Tan, G. O.; Ensign, S. A.; Ciurli, S.; Scott, M. J.; Holm, R. H.; Luden, P. W. Proc. Natl. Acad. Sci. USA 1992, 89, 4427-4431.
18. (e) Cammack, R.; Fernandez, V. M.; Schneider, K. In The Bioinorganic Chemistry of Nickel; Lancaster, J. R., Jr., Ed.; VCH: New York, 1988; p 180.
19. (a) Volbeda, A.; Charon, M. H.; Piras, C.; Hatchikian, E. C.; Frey, M.; Fontecilla-Camps, J. C. Nature 1995, 373, 580-587.
20. (b) Volbeda, A.; Piras, C.; Charon, M. H.; Hatchikian, E. C.; Frey, M.; Fontecilla-Camps, J. C. ESF/CCP4 Newsletter on Protein Ctystallogr. 1993, 28, 30-34.
21. Ragsdale, S. W. CRC Crit. Rev. Biochem. Mol. Biol. 1991, 26, 261-300.
22. Fan, C.; Gorst, C. M.; Ragsdale, S. W.; Hoffman, B. M. Biochemistry 1991, 30, 431-435.
23. Cramer, S. P.; Eidsness, M. K.; Pan, W.-H.; Morton, T. A.; Ragsdale, S. W.; DerVartanian, D. V.; Ljungdale, L. G.; Scott, R. A. Inorg. Chem. 1987, 26, 2477-2479.
24. Ragsdale, S. W.; Wood, H. G.; Morton, T. A.; Ljungdahl, L. G.; DerVartanian, D. V. In The Bioinorganic Chemistry of Nickel; Lancaster, J. R., Jr., Ed.; VCH: New York, 1988; Chapter 14.
25. (a) Qiu, D.; Kumar, M.; Ragsdale, S. W.; Spiro, T. G. Science 1994, 264, 817-819.
26. (b) Qiu, D.; Kumar, M.; Ragsdale, S. W.; Spiro, T. G. J. Am. Chem. Soc. 1995, 117, 2653-2654.
27. Kumar, M.; Qiu, D.; Spiro, T. G.; Ragsdale, S. W. Science 1995, 270, 628-630.
28. Ragsdale, S. W. In Acetogenesis; Drake, H. L., Ed.; Chapman & Hall: New York, 1994; pp 88-126.
29. Kovacs, J. A.; Shoner, S. C.; Ellison, J. J. Science 1995, 270, 587-588.
30. Yoshida, T.; Adachi, T.; Ueda, T.; Kaminaka, M.; Higuchi, T. J. Am. Chem. Soc. 1988, 110, 4872-4873.
31. Sellmann, D.; Häussinger, D.; Knoch, F.; Moll, M. J. Bioinorg. Chem. 1993, 51, 190.
32. Degani, J.; Fochi, R. Synthesis 1976, 7, 471-472.
33. (a) Whitmore, F. C.; Popkin, A. H.; Bernstein, H. I.; Wilkins, J. P. J. Am. Chem. Soc. 1941, 63. 124-127.
34. (b) Shortridge, R. W.; Craig, R. A.; Greenlee, K. W.; Derfer, J. M.; Boord. C. E. J. Am. Chem. Soc. 1948, 70, 946-949.
35. (a) Bowmaker, G. A.; Boyd, P. D. W.; Campbell, G. K. Inorg. Chem. 1982, 21, 2403-2412.
36. (b) Gritzner, G.; Kůta, J. Pure Appl. Chem. 1984, 56, 461-466.
37. (c) Koepp, H. M.; Wendt, H.; Strehlow, H. Z. Elektrochem. 1960, 64, 483-491.
38. Wilke, G. Angew. Chem., Int. Ed. Engl. 1988, 27, 185-206.
39. Kumar, M.; Ragsdale, S. W. J. Inorg. Biochem. 1993, 51, 233.
40. Klein, H.-F.; Karsch, H. H. Chem. Ber. 1976, 109, 2524-2532.
41. Fryzuk, M. D.; MacNeil, P. A.; Rettig, S. J. J. Organomet. Chem. 1987, 332, 345-360.
42. Sellmann, D.; Schillinger, H.; Knoch, F. Inorg. Chim. Acta 1992, 198, 351-357.
43. (a) Desper, J. M.; Gellman, S. H.; Wolf, R. E., Jr.; Cooper, S. R. J. Am. Chem. Soc. 1991, 113, 8663-8671.
44. (b) Baidya, N.; Mascharak, P. K.; Stephan, D. W.; Campagna, C. F. Inorg. Chim. Acta 1990, 177, 233-238.
45. Sellmann. D.; Neuner, H.-P.; Knoch, F. Inorg. Chim. Acta 1991, 190, 61-69.
46. Cotton, F. A.; Wilkinson, G. Advanced Inorganic Chemistry, 5th ed.; Wiley: New York, 1988; p 1299.
47. (a) Carmona, E.; González, F.; Poveda, M. L.; Atwood, J. L.; Rogers, R. D. J. Chem. Soc., Dalton Trans. 1980, 2108-2115.
48. (b) Carmona, E.; González, F.; Poveda, M. L.; Atwood, J. L.; Rogers, R. D. J. Chem. Soc., Dalton Trans. 1981, 777-782.
49. Huttner, G.; Orama, O.; Bejenke, V. Chem. Ber. 1976, 2533-2536.
50. (a) Stavropoulos, P.; Muetterties, M. C.; Carrié, M.; Holm, R. H. J. Am. Chem. Soc. 1991, 113, 8485-8492.
51. (b) Stavropoulos, P.; Carrié, M.; Muetterties, M. C.; Holm, R. H. J. Am. Chem. Soc. 1990, 112, 5385-5387.
52. (c) Tucci, G. C.; Holm, R. H. J. Am. Chem. Soc. 1995, 117, 6489-6496.
53. Stoppioni, P.; Dapporto, P.; Sacconi, L. Inorg. Chem. 1978, 17, 718-725.
54. Hillhouse, G. L.; Matsunaga, P. T. Angew. Chem., Int. Ed. Engl. 1994, 106, 1748-1749.
55. This question has been raised by one of the referees.