Structure and reactivity of dinuclear cobalt(III) complexes with peroxide and phosphate diester analogues bridging the metal ions [2]

Journal of the American Chemical Society

Volumn 120, Issue 38, 1998, Pages 9943-9944

  Jin Seog Seo, ^a   Hynes, R C ^a   Williams, D ^a   Chin, J ^a  

^a MCGILL UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

COBALT COMPLEX; ORGANOPHOSPHATE; PEROXIDE;

CHEMICAL STRUCTURE; COMPLEX FORMATION; HYDROLYSIS; LETTER; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; PROTON NUCLEAR MAGNETIC RESONANCE; X RAY ANALYSIS;

EID: 0032581983     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9811905     Document Type: Letter

References (38)

1. Göbel, M W. Angew. Chem., Int. Ed. Engl. 1994, 33, 1141.
2. Chapman, W. H.; Breslow, R. J. Am. Chem. Soc. 1995, 117, 5462.
3. Wall, M.; Hynes, R. C.; Chin, J. Angew. Chem., Int. Ed. Engl. 1993, 32, 1633.
4. Young M. J.; Chin, J. J. Am. Chem. Soc. 1995, 117, 10577.
5. Molenveld, P.; Kapsabelis, S.; Engbersen, J. F. J.; Reinhoudt, D. N. J. Am. Chem. Soc. 1997, 119, 2948.
6. Ragunathan, K. G.; Schneider, H.-J. Angew. Chem., Int. Ed. Engl. 1996, 35, 1219.
7. Yashiro, M.; Ishikubo, A.; Komiyama, M. J. Chem. Soc., Chem. Commun. 1995, 1793.
8. Liu, S.; Luo, Z.; Hamilton, A. D. Angew. Chem., Int. Ed. Engl. 1997. 36, 2678.
9. Sträter, N.; Lipscomb, W. N.; Klabunde, T.; Krebs, B. Angew. Cliem., Int. Ed. Engl. 1996, 35, 2024.
10. Wilcox, D. E. Chem. Rev. 1996, 96, 2435.
11. Successful hydrolysis of unactivated phosphonate or phosphate esters with lanthanide ions have been reported although the hydrolytic mechanism is not clearly understood, Takasaki, B. K.; Chin, J. J. Am. Chem. Soc. 1994, 116, 1121.
12. Sumaoka, J.; Miyama, S.; Komiyama, M. J. Chem. Soc., Chem. Commun. 1994, 1755.
13. Tsubouchi, A.; Bruice, T. C. J Am. Chem. Soc. 1994, 116, 11614.
14. Chin, J.; Banaszczyk, B.; Jubian, V.; Zou, X. J. Am. Chem. Soc. 1989, 111, 186.
15. Rana, T. M.; Meares, C. F. J. Am. Chem. Soc. 1991, 113, 1859.
16. Narasimha, N. M.; Mahroof-Tahir, M.; Karlin, K. D. J. Am. Chem. Soc. 1993, 115, 10404.
17. Takasaki, B. K.; Chin, J. J. Am. Chem. Soc. 1995, 117, 8582.
18. Kimball, A. S.; Lee, J.; Jayaram, M, Tullius, T.D. Biochemistry 1993, 32, 4698.
19. Breslow, R.; Zhang, B. J. Am. Chem. Soc. 1994, 116. 7893.
20. Schnaith, L. M. T.; Hanson, R. S.; Que L Jr. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 569.
21. Seo, J. S.; Sung, N.-D., Hynes, R. C.; Chin, J. Inorg. Chem. 1996, 35.
22. 2): C, 49.33; H, 3.96; N, 7.67; Cl, 6.47; Co, 11.76. Found: C, 49.49; H. 4.20; N. 7.93; Cl, 6.35; Co, 10.71.
23. 2): C, 45.78; H, 3.94; N, 8.01; Cl, 6.76; Co, 11.23. Found: C, 45.30; H, 3.98; N, 7.90; Cl, 7.01; Co, 10.94.
24. Seo, J. S. Hydrolyzing Phosphates with Metal Ions: Di and Trinuclear Approaches. Ph.D. Dissertation, McGill University, March 1997.
25. Rahil, J.; Pratt, R. F. J. Chem. Soc., Perkin Trans. 2 1991, 947.
26. The reactivity trend is not expected to change much for esters with poorer leaving groups. There is excellent correlation between the reactivity of phosphate diesters and the basicity of the leaving groups (see ref 4). Similar correlation can be obtained for phosphonate esters from the reactivity of phenyl methyl phosphonate (5 x 10” M"1 s-1)-See ref 10.
27. Kim, J. H.; Chin, J. J. Am. Chem. Soc. 1992, 114, 9792.
28. The peroxyphosphate intermediate could then be reduced by hydrogen peroxide that may be present in solution. See ref 6a.
29. Cohn, M.; Hu, A. Proc. Nall. Acad. Sci. U.S.A. 1978, 75, 200.
30. Lowe, G.; Sproat, B. S. J. Chem. Soc., Chem. Commun. 1978, 565.
31. If we start with 2, there is no incorporation of 0-18 from solvent to the phosphonate.
32. Schmidt, W.; Taube, H. Inorg. Chem. 1963, 2, 698.
33. Wahnon, D.: Lebuis, A.-M.; Chin. J. Angew. Chem., Int. Ed. Engl. 1995, 34, 2412.
34. 5 times more rapidly than the metal-free phosphate. Williams, N. H.; Cheung, W.; Chin, J. J. Am. Chem. Soc. 1998. 120, 8079.
35. 2+ should also deprotonate during expulsion of poor leaving groups13 in a step that is not rate determining.
36. Young, M. J.; Wahnon, D.; Hynes, R. C; Chin, J. J. Am. Chem. Soc. 1995, 117, 9441.
37. Zhang, Y.; Liang, J.-Y.; Huang, S.; Ke, H.; Lipscomb, W. N. Biochemistry 1993, 32, 1844.
38. Sträier, N.; Klabunde, T.; Tucker, P.; Witzei, H.; Krebs, B. Science 1995, 268, 1489.