Light-Driven, Proton-Controlled, Catalytic Aerobic C-H Oxidation Mediated by a Mn(III) Porphyrinoid Complex

Journal of the American Chemical Society

Volumn 137, Issue 14, 2015, Pages 4614-4617

  Neu, Heather M ^a   Jung, Jieun ^b   Baglia, Regina A ^a   Siegler, Maxime A ^a   Ohkubo, Kei ^b   Fukuzumi, Shunichi ^b,c   Goldberg, David P ^a  

^a JOHNS HOPKINS UNIVERSITY   (United States)

^b OSAKA UNIVERSITY   (Japan)

^c Ewha Womans University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYTIC OXIDATION; LIGHT; PROTONATION; PROTONS; SPECTROSCOPIC ANALYSIS; X RAY DIFFRACTION;

AEROBIC OXIDATIONS; CATALYTIC TURNOVER; LIGHT DRIVEN; REMOTE SITES; RESTING STATE; SPECTROSCOPIC METHOD; TAUTOMERIZATIONS; VISIBLE-LIGHT-DRIVEN;

MANGANESE;

MANGANESE; PORPHYRIN DERIVATIVE; PROTON; CARBON; HYDROGEN; LIGAND; METALLOPORPHYRIN; OXYGEN;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL BOND; CHEMICAL REACTION; COMPLEX FORMATION; CRYSTAL STRUCTURE; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; SPECTROSCOPY; TAUTOMERIZATION; X RAY DIFFRACTION; CHEMISTRY; KINETICS; LIGHT; OXIDATION REDUCTION REACTION;

CARBON; CATALYSIS; HYDROGEN; KINETICS; LIGANDS; LIGHT; MANGANESE; METALLOPORPHYRINS; OXIDATION-REDUCTION; OXYGEN; PROTONS;

EID: 84927927274     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/jacs.5b00816     Document Type: Article

References (29)

1. Sono, M.; Roach, M. P.; Coulter, E. D.; Dawson, J. H. Chem. Rev. 1996, 96, 2841
2. Denisov, I. G.; Makris, T. M.; Sligar, S. G.; Schlichting, I. Chem. Rev. 2005, 105, 2253
3. Kovaleva, E. G.; Lipscomb, J. D. Nat. Chem. Biol. 2008, 4, 186
4. Ellis, P. E.; Lyons, J. E. Coord. Chem. Rev. 1990, 105, 181
5. O'Reilly, M. E.; Del Castillo, T. J.; Falkowski, J. M.; Ramachandran, V.; Pati, M.; Correia, M. C.; Abboud, K. A.; Dalal, N. S.; Richardson, D. E.; Veige, A. S. J. Am. Chem. Soc. 2011, 133, 13661
6. Park, Y. J.; Ziller, J. W.; Borovik, A. S. J. Am. Chem. Soc. 2011, 133, 9258
7. Jaafar, H.; Vileno, B.; Thibon, A.; Mandon, D. Dalton Trans. 2011, 40, 92
8. Lionetti, D.; Day, M. W.; Agapie, T. Chem. Sci. 2013, 4, 785
9. de Torres, M.; van Hameren, R.; Nolte, R. J. M.; Rowan, A. E.; Elemans, J. A. A. W. Chem. Commun. 2013, 49, 10787
10. Saha, B.; Gupta, D.; Abu-Omar, M. M.; Modak, A.; Bhaumik, A. J. Catal. 2013, 299, 316
11. Zhang, Q.; Gorden, J. D.; Goldsmith, C. R. Inorg. Chem. 2013, 52, 13546
12. Dai, F.; Yap, G. P. A.; Theopold, K. H. J. Am. Chem. Soc. 2013, 135, 16774
13. Sorokin, A. B. Chem. Rev. 2013, 113, 8152
14. Ray, K.; Pfaff, F. F.; Wang, B.; Nam, W. J. Am. Chem. Soc. 2014, 136, 13942
15. Grinstaff, M. W.; Hill, M. G.; Labinger, J. A.; Gray, H. B. Science 1994, 264, 1311
16. Punniyamurthy, T.; Velusamy, S.; Iqbal J. Chem. Rev. 2005, 105, 2329
17. Roduner, E.; Kaim, W.; Sarkar, B.; Urlacher, V. B.; Pleiss, J.; Gläser, R.; Einicke, W. D.; Sprenger, G. A.; Beifuss, U.; Klemm, E.; Liebner, C.; Hieronymus, H.; Hsu, S. F.; Plietker, B.; Laschat, S. ChemCatChem 2013, 5, 82
18. Mahammed, A.; Gray, H. B.; Meier-Callahan, A. E.; Gross, Z. J. Am. Chem. Soc. 2003, 125, 1162
19. Harischandra, D. N.; Lowery, G.; Zhang, R.; Newcomb, M. Org. Lett. 2009, 11, 2089
20. Zhang, R.; Vanover, E.; Chen, T. H.; Thompson, H. Appl. Catal., A 2013, 464, 95
21. Rosenthal, J.; Luckett, T. D.; Hodgkiss, J. M.; Nocera, D. G. J. Am. Chem. Soc. 2006, 128, 6546
22. Prokop, K. A.; Goldberg, D. P. J. Am. Chem. Soc. 2012, 134, 8014
23. Jung, J.; Ohkubo, K.; Prokop-Prigge, K. A.; Neu, H. M.; Goldberg, D. P.; Fukuzumi, S. Inorg. Chem. 2013, 52, 13594
24. Jung, J.; Ohkubo, K.; Goldberg, D. P.; Fukuzumi, S. J. Phys. Chem. A 2014, 118, 6223
25. Warren, J. J.; Tronic, T. A.; Mayer, J. M. Chem. Rev. 2010, 110, 6961
26. Neu, H. M.; Yang, T. H.; Baglia, R. A.; Yosca, T. H.; Green, M. T.; Quesne, M. G.; de Visser, S. P.; Goldberg, D. P. J. Am. Chem. Soc. 2014, 136, 13845
27. 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
28. Leeladee, P.; Baglia, R. A.; Prokop, K. A.; Latifi, R.; de Visser, S. P.; Goldberg, D. P. J. Am. Chem. Soc. 2012, 134, 10397
29. Baglia, R. A.; Durr, M.; Ivanovic-Burmazovic, I.; Goldberg, D. P. Inorg. Chem. 2014, 53, 5893