Synthesis, structure, and properties of a mixed-valent triiron complex of tetramethyl reductic acid, an ascorbic acid analogue, and its relationship to a functional non-heme iron oxidation catalyst system

Inorganic Chemistry

Volumn 46, Issue 15, 2007, Pages 6099-6107

  Kim, YooJin ^a   Feng, Xudong ^a   Lippard, Stephen J ^a  

^a MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ASCORBIC ACID; CYCLOHEXANE; CYCLOHEXANE DERIVATIVE; CYCLOPENTANE DERIVATIVE; IRON; LIGAND; OXYGEN; REDUCTIC ACID; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL MODEL; CHEMISTRY; INFRARED SPECTROSCOPY; METHODOLOGY; MOSSBAUER SPECTROSCOPY; SPECTROSCOPY; ULTRAVIOLET SPECTROPHOTOMETRY; X RAY CRYSTALLOGRAPHY;

ASCORBIC ACID; CATALYSIS; CHEMISTRY; CRYSTALLOGRAPHY, X-RAY; CYCLOHEXANES; CYCLOPENTANES; IRON; LIGANDS; MODELS, CHEMICAL; OXYGEN; SOLVENTS; SPECTROPHOTOMETRY, ULTRAVIOLET; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; SPECTROSCOPY, MOSSBAUER; SPECTRUM ANALYSIS;

EID: 34547684712     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic700622a     Document Type: Article

References (59)

1. Hallberg, L. In Vitamin C (Ascorbic acid); Counsell, J. N., Hornig, D. H., Eds.; Applied Science: London, 1981; pp 49-61.
2. Gorman, J. E.; Clydesdale, F. M. J. Food Sci. 1983, 48, 1217-1220.
3. Jacobsen, C.; Timm, M.; Meyer, A. S. J. Agric Food Chem. 2001, 49, 3947-3956.
4. Kitano, K.; Fukukawa, T.; Ohtsuji, Y.; Masuda, T.; Yamaguchi, H. Food Chem. Toxicol. 2002, 40, 1589-1594.
5. Zenki, M.; Tanishita, A.; Yokoyama, T. Talanta 2004, 64, 1273-1277.
6. Davies, M. B. Polyhedron 1992, 11, 285-321.
7. Zümreoglu-Karan, B. Coord. Chem. Rev. 2006, 250, 2295-2307.
8. Hughes, D. L. J. Chem. Soc., Dalton Trans. 1973, 2209-2215.
9. Kriss, E. E. Russ. J. Inorg. Chem. 1978, 23, 1004-1008.
10. Stolyarov, K. P.; Amantova, I. A. Talanta 1967, 14, 1237-1244.
11. Conrad, M. E.; Schade, S. G. Gastroenterology 1968, 55, 35-45.
12. Jabs, W.; Krüger, G.; Trautwein, A. X.; Schünemann, V.; Bill, E. In Transition Metals in Biology and Their Coordination Chemistry; Trautwein, A. X., Ed.; Wiley: Weinheim, Germany, 1997; pp 468-475.
13. Rao, C. P.; Geetha, K.; Raghavan, M. S. S.; Sreedhara, A.; Tokunaga, K.; Yamaguchi, T.; Jadhav, V.; Ganesh, K. N.; Krishnamoorthy, T.; Ramaiah, K. V. A.; Bhattacharyya, R. K. Inorg. Chim. Acta 2000, 297, 373-382.
14. Taqui Khan, M. M.; Martell, A. E. J. Am. Chem. Soc. 1967, 89, 4176-4185.
15. Taqui Khan, M. M.; Martell, A. E. J. Am. Chem. Soc. 1967, 89, 7104-7111.
16. Kurbatova, G. T.; Kriss, E. E.; Grigor'eva, A. S. Russ. J. Inorg. Chem. 1981, 26, 982-984.
17. Roth, M. E. Ph.D. Dissertation, Massachusetts Institute of Technology: Cambridge, MA, 1988.
18. Feng, X. Ph.D. Dissertation, Massachusetts Institute of Technology: Cambridge, MA, 1991.
19. Rosenzweig, A. C.; Feng, X.; Lippard, S. J. In Applications of Enzyme Biotechnology; Kelly, J. W., Baldwin, T. O., Eds.; Plenum Press: New York, 1991; pp 69-85.
20. Ghosh, P.; Begum, A.; Bill, E.; Weyhermüller, T.; Wieghardt, K. Inorg. Chem. 2003, 42, 3208-3215.
21. Shaikh, N.; Goswami, S.; Panja, A.; Wang, X.-Y.; Gao, S.; Butcher, R. J.; Banerjee, P. Inorg. Chem. 2004, 43, 5908-5918.
22. Buchanan, R. M.; Kessel, S. L.; Downs, H. H.; Pierpont, C. G.; Hendrickson, D. N. J. Am. Chem. Soc. 1978, 100, 7894-7900.
23. Zirong, D.; Bhattacharya, S.; McCusker, J. K.; Hagen, P. M.; Hendrickson, D. N.; Pierpont, C. G. Inorg. Chem. 1992, 31, 870-877.
24. Whalen, A. M.; Bhattacharya, S.; Pierpont, C. G. Inorg. Chem. 1994, 33, 347-353.
25. Jung, O.-S.; Pierpont, C. G. Inorg. Chem. 1994, 33, 2227-2235.
26. Armstrong, W. H.; Lippard, S. J. Inorg. Chem. 1985, 24, 981-982.
27. Kuzelka, J.; Mukhopadhyay, S.; Spingler, B.; Lippard, S. J. Inorg. Chem. 2004, 43, 1751-1761.
28. Sheldrick, G. M. SHELXTL97-2: Program for the Refinement of Crystal Structures; University of Göttingen: Göttingen, Germany, 1997.
29. Sheldrick, G. M. SADABS: Area-Detector Absorption Correction; University of Göttingen: Göttingen, Germany, 1996.
30. Spek, A. L. PLATON, A Multipurpose Crystallographic Tool; Utrecht University: Utrecht, The Netherlands 2000.
31. Day, P.; Jorgensen, C. K. J. Chem. Soc. 1964, 6226-6234.
32. Thorp, H. H. Inorg. Chem. 1992, 31, 1585-1588.
33. Brown, I. D.; Altermatt, D. Acta Crystallogr. 1985, B41, 244-247.
34. Morón, M. C.; Palacio, F.; Pons, J.; Casabó, J.; Solans, X.; Merabet, K. E.; Huang, D. S.; Shi, X.; Teo, B. K.; Carlin, R. L. Inorg. Chem. 1994, 33, 746-753.
35. Chaudhuri, P.; Verani, C. N.; Bill, E.; Bothe, E.; Weyhermüller, T.; Wieghardt, K. J. Am. Chem. Soc. 2001, 123, 2213-2223.
36. Chlopek, K.; Bill, E.; Weyhermuller, T.; Wieghardt, K. Inorg. Chem. 2005, 44, 7087-7098.
37. Kokatam, S.; Weyhermüller, T.; Bothe, E.; Chaudhuri, P.; Wieghardt, K. Inorg. Chem. 2005, 44, 3709-3717.
38. McCleverty, J. A. Prog. Inorg. Chem. 1968, 10, 49-221.
39. Attia, A. S.; Bhattacharya, S.; Pierpont, C. G. Inorg. Chem. 1995, 34, 4427-4433.
40. Jung, O.-S.; Pierpont, C. G. J. Am. Chem. Soc. 1994, 116, 2229-2230.
41. Jung, O.-S.; Pierpont, C. G. J. Am. Chem. Soc. 1994, 116, 1127-1128.
42. Carugo, O.; Castellani, C. B.; Djinovic, K.; Rizzi, M. J. Chem. Soc., Dalton Trans. 1992, 837-841.
43. Boone, S. R.; Purser, G. H.; Chang, H.-R.; Lowery, M. D.; Hendrickson, D. N.; Pierpont, C. G. J. Am. Chem. Soc. 1989, 111, 2292-2299.
44. Feng, X.; Bott, S. G.; Lippard, S. J. Acta Crystallogr. 1990, C46, 1671-1674.
45. Lynch, S. R.; Cook, J. D. Ann. N. Y. Acad. Sci. 1980, 355, 32-44.
46. Gorun, S. M.; Papaefthymiou, G. C.; Frankel, R. B.; Lippard, S. J. J. Am. Chem. Soc. 1987, 109, 4244-4255.
47. Poganiuch, P.; Liu, S.; Papaefthymiou, G. C.; Lippard, S. J. J. Am. Chem. Soc. 1991, 113, 4645-4651.
48. Rardin, R. L.; Bino, A.; Poganiuch, P.; Tolman, W. B.; Liu, S.; Lippard, S. J. Angew. Chem., Int. Ed. Engl. 1990, 29, 812-814.
49. Chen, X.-D.; Du, M.; He, F.; Chen, X.-M.; Mak, T. C. W. Polyhedron 2005, 24, 1047-1053 and references cited therein.
50. Auger, N.; Girerd, J.-J.; Corbella, M.; Gleizes, A.; Zimmermann, J.-L. J. Am. Chem. Soc. 1990, 112, 448-450.
51. Sarneski, J. E.; Thorp, H. H.; Brudvig, G. W.; Crabtree, R. H.; Schulte, G. K. J. Am. Chem. Soc. 1990, 112, 7255-7260.
52. Sarneski, J. E.; Michos, D.; Thorp, H. H.; Didiuk, M.; Poon, T.; Blewitt, J.; Brudvig, G. W.; Crabtree, R. H. Tetrahedron Lett. 1991, 32, 1153-1156.
53. Dziobkowski, C. T.; Wrobleski, J. T.; Brown, D. B. Inorg. Chem. 1981, 20, 679-684.
54. Tshuva, E. Y.; Lippard, S. J. Chem. Rev. 2004, 104, 987-1012.
55. Inbar, S.; Ehret, A.; Norland, K. Abstracts of Papers; National Meeting of the Society of Photographic Sciences, Minneapolis, MN, 1987.
56. Hesse, G.; Wehling, B. Liebigs Ann. Chem. 1964, 679, 100-106.
57. Feig, A. L.; Lippard, S. J. Unpublished results.
58. Du Bois, J.; Mizoguchi, T. J.; Lippard, S. J. Coord. Chem. Rev. 2000, 200-202, 443-485.
59. Feig, A. L.; Lippard, S. J. Chem. Rev. 1994, 94, 759-805.