Oxygen-atom transfer reactivity of axially ligated mn(V)-oxo complexes: Evidence for enhanced electrophilic and nucleophilic pathways

Journal of the American Chemical Society

Volumn 136, Issue 39, 2014, Pages 13845-13852

  Neu, Heather M ^a   Yang, Tzuhsiung ^a   Baglia, Regina A ^a   Yosca, Timothy H ^b   Green, Michael T ^b   Quesne, Matthew G ^c   De Visser, Sam P ^c   Goldberg, David P ^a  

^a JOHNS HOPKINS UNIVERSITY   (United States)

^b PENNSYLVANIA STATE UNIVERSITY   (United States)

^c UNIVERSITY OF MANCHESTER   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

OXIDANTS; OXYGEN; RATE CONSTANTS;

DFT CALCULATION; HAMMETT PLOTS; OXO COMPLEXES; PRODUCT ANALYSIS; RESONANCE RAMAN SPECTROSCOPY; SECOND-ORDER RATE CONSTANTS; SULFOXIDATION; VIBRATIONAL MODES;

MANGANESE;

AZIDE; CYANIC ACID; FLUORIDE; MANGANESE DERIVATIVE; METAL COMPLEX; NITRATE; OXYGEN; PHOSPHINE DERIVATIVE; PORPHYRIN DERIVATIVE; SULFIDE; SULFOXIDE; THIOCYANATE; LIGAND; MANGANESE; ORGANOMETALLIC COMPOUND; PORPHYRIN;

ARTICLE; ATOM; BINDING AFFINITY; CHEMICAL BOND; DENSITY FUNCTIONAL THEORY; ELECTROPHILICITY; KINETICS; NUCLEOPHILICITY; OXIDATION; OXIDATION REDUCTION POTENTIAL; OXYGEN TRANSPORT; RAMAN SPECTROMETRY; SULFOXIDATION; CHEMICAL STRUCTURE; CHEMISTRY; QUANTUM THEORY;

LIGANDS; MANGANESE; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; OXYGEN; PORPHYRINS; QUANTUM THEORY;

EID: 84949115081     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja507177h     Document Type: Article

References (49)

1. Green, M. T. Curr. Opin. Chem. Biol. 2009, 13, 84-88
2. Groves, J. T. Nat. Chem. 2014, 6, 89-91
3. Denisov, I. G.; Makris, T. M.; Sligar, S. G.; Schlichting, I. Chem. Rev. 2005, 105, 2253-2277
4. Rittle, J.; Green, M. T. Science 2010, 330, 933-937
5. Yosca, T. H.; Rittle, J.; Krest, C. M.; Onderko, E. L.; Silakov, A.; Calixto, J. C.; Behan, R. K.; Green, M. T. Science 2013, 342, 825-829
6. Poulos, T. L.; Finzel, B. C.; Howard, A. J. J. Mol. Biol. 1987, 195, 687-700
7. de Visser, S. P.; Shaik, S.; Sharma, P. K.; Kumar, D.; Thiel, W. J. Am. Chem. Soc. 2003, 125, 15779-15788
8. Poulos, T. L. In Handbook of Porphyrin Science; Kadish, K. M.; Smith, K. M.; Guilard, R., Eds.; World Scientific Publishing Co.: Singapore, 2012; Vol. 19, p 45-109.
9. Battistuzzi, G.; Bellei, M.; Bortolotti, C. A.; Sola, M. Arch. Biochem. Biophys. 2010, 500, 21-36
10. Bewley, K. D.; Ellis, K. E.; Firer-Sherwood, M. A.; Elliott, S. J. Biochim. Biophys. Acta, Bioenerg. 2013, 1827, 938-948
11. Diaz, A.; Loewen, P. C.; Fita, I.; Carpena, X. Arch. Biochem. Biophys. 2012, 525, 102-110
12. Alfonso-Prieto, M.; Vidossich, P.; Rovira, C. Arch. Biochem. Biophys. 2012, 525, 121-130
13. Gross, Z. J. Biol. Inorg. Chem. 1996, 1, 368-371
14. Kang, Y.; Chen, H.; Jeong, Y. J.; Lai, W.; Bae, E. H.; Shaik, S.; Nam, W. Chem. - Eur. J. 2009, 15, 10039-10046
15. Takahashi, A.; Yamaki, D.; Ikemura, K.; Kurahashi, T.; Ogura, T.; Hada, M.; Fujii, H. Inorg. Chem. 2012, 51, 7296-7305
16. Takahashi, A.; Kurahashi, T.; Fujii, H. Inorg. Chem. 2009, 48, 2614-2625
17. Song, W. J.; Ryu, Y. O.; Song, R.; Nam, W. J. Biol. Inorg. Chem. 2005, 10, 294-304
18. Pan, Z. Z.; Zhang, R.; Newcomb, M. J. Inorg. Biochem. 2006, 100, 524-532
19. Hessenauer-Ilicheva, N.; Franke, A.; Meyer, D.; Woggon, W. D.; van Eldik, R. J. Am. Chem. Soc. 2007, 129, 12473-12479
20. Kumar, D.; Karamzadeh, B.; Sastry, G. N.; de Visser, S. P. J. Am. Chem. Soc. 2010, 132, 7656-7667
21. Ohno, T.; Suzuki, N.; Dokoh, T.; Urano, Y.; Kikuchi, K.; Hirobe, M.; Higuchi, T.; Nagano, T. J. Inorg. Biochem. 2000, 82, 123-125
22. Kumar, A.; Goldberg, I.; Botoshansky, M.; Buchman, Y.; Gross, Z. J. Am. Chem. Soc. 2010, 132, 15233-15245
23. Liu, H. Y.; Zhou, H.; Liu, L. Y.; Ying, X.; Jiang, H. F.; Chang, C. K. Chem. Lett. 2007, 36, 274-275
24. Solati, Z.; Hashemi, M.; Hashemnia, S.; Shahsevani, E.; Karmand, Z. J. Mol. Catal. A: Chem. 2013, 374, 27-31
25. Jin, N.; Ibrahim, M.; Spiro, T. G.; Groves, J. T. J. Am. Chem. Soc. 2007, 129, 12416-12417
26. Arunkumar, C.; Lee, Y. M.; Lee, J. Y.; Fukuzumi, S.; Nam, W. Chem. - Eur. J. 2009, 15, 11482-11489
27. Song, W. J.; Seo, M. S.; George, S. D.; Ohta, T.; Song, R.; Kang, M. J.; Tosha, T.; Kitagawa, T.; Solomon, E. I.; Nam, W. J. Am. Chem. Soc. 2007, 129, 1268-1277
28. Latifi, R.; Tahsini, L.; Karamzadeh, B.; Safari, N.; Nam, W.; de Visser, S. P. Arch. Biochem. Biophys. 2011, 507, 4-13
29. Park, S. E.; Song, W. J.; Ryu, Y. O.; Lim, M. H.; Song, R.; Kim, K. M.; Nam, W. J. Inorg. Biochem. 2005, 99, 424-431
30. Jin, N.; Lahaye, D. E.; Groves, J. T. Inorg. Chem. 2010, 49, 11516-11524
31. Wang, C.; Kurahashi, T.; Inomata, K.; Hada, M.; Fujii, H. Inorg. Chem. 2013, 52, 9557-9566
32. Kurahashi, T.; Kikuchi, A.; Shiro, Y.; Hada, M.; Fujii, H. Inorg. Chem. 2010, 49, 6664-6672
33. Kurahashi, T.; Fujii, H. Bull. Chem. Soc. Jpn. 2012, 85, 940-947
34. Collman, J. P.; Zeng, L.; Brauman, J. I. Inorg. Chem. 2004, 43, 2672-2679
35. Prokop, K. A.; de Visser, S. P.; Goldberg, D. P. Angew. Chem., Int. Ed. 2010, 49, 5091-5095
36. Neu, H. M.; Quesne, M. G.; Yang, T.; Prokop-Prigge, K. A.; Lancaster, K. M.; Donohoe, J.; DeBeer, S.; de Visser, S. P.; Goldberg, D. P. Chem. Eur. J., accepted; DOI: 10.1002/chem.201404349.
37. Lansky, D. E.; Mandimutsira, B.; Ramdhanie, B.; Clausen, M.; Penner-Hahn, J.; Zvyagin, S. A.; Telser, J.; Krzystek, J.; Zhan, R.; Ou, Z.; Kadish, K. M.; Zakharov, L.; Rheingold, A. L.; Goldberg, D. P. Inorg. Chem. 2005, 44, 4485-4498
38. Wright, M. R. An Introduction to Chemical Kinetics; Wiley: Chichester, U.K., 2004.
39. Hansch, C.; Leo, A.; Taft, R. W. Chem. Rev. 1991, 91, 165-195
40. Prokop, K. A.; Neu, H. M.; de Visser, S. P.; Goldberg, D. P. J. Am. Chem. Soc. 2011, 133, 15874-15877
41. Lansky, D. E.; Narducci Sarjeant, A. A.; Goldberg, D. P. Angew. Chem., Int. Ed. 2006, 45, 8214-8217
42. Mandimutsira, B. S.; Ramdhanie, B.; Todd, R. C.; Wang, H.; Zareba, A. A.; Czernuszewicz, R. S.; Goldberg, D. P. J. Am. Chem. Soc. 2002, 124, 15170-15171
43. Jackson, T. A.; Rohde, J. U.; Seo, M. S.; Sastri, C. V.; DeHont, R.; Stubna, A.; Ohta, T.; Kitagawa, T.; Münck, E.; Nam, W.; Que, L., Jr. J. Am. Chem. Soc. 2008, 130, 12394-12407
44. Czarnecki, K.; Nimri, S.; Gross, Z.; Proniewicz, L. M.; Kincaid, J. R. J. Am. Chem. Soc. 1996, 118, 2929-2935
45. Lansky, D. E.; Goldberg, D. P. Inorg. Chem. 2006, 45, 5119-5125
46. Zdilla, M. J.; Dexheimer, J. L.; Abu-Omar, M. M. J. Am. Chem. Soc. 2007, 129, 11505-11511
47. Nakazawa, J.; Ogiwara, H.; Kashiwazaki, Y.; Ishii, A.; Imamura, N.; Samejima, Y.; Hikichi, S. Inorg. Chem. 2011, 50, 9933-9935
48. Leeladee, P.; Baglia, R. A.; Prokop, K. A.; Latifi, R.; de Visser, S. P.; Goldberg, D. P. J. Am. Chem. Soc. 2012, 134, 10397-10400
49. Smeltz, J. L.; Lilly, C. P.; Boyle, P. D.; Ison, E. A. J. Am. Chem. Soc. 2013, 135, 9433-9441