Reactivity of a Pd(I)-Pd(I) Dimer with O2: Monohapto Pd superoxide and dipalladium peroxide in equilibrium

Journal of the American Chemical Society

Volumn 133, Issue 11, 2011, Pages 3820-3823

  Huacuja, Rafael ^a   Graham, Daniel J ^b   Fafard, Claudia M ^b   Chen, Chun Hsing ^b   Foxman, Bruce M ^b   Herbert, David E ^a   Alliger, Glen ^c   Thomas, Christine M ^b   Ozerov, Oleg V ^a  

^a TEXAS A AND M UNIVERSITY   (United States)

^b BRANDEIS UNIVERSITY   (United States)

^c MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

SUPEROXIDES; UNPAIRED ELECTRONS;

OXIDATION; OXYGEN;

PALLADIUM COMPOUNDS;

DIMER; OXYGEN; PALLADIUM; PEROXIDE; SUPEROXIDE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CONTROLLED STUDY; DECOMPOSITION; DENSITY; DENSITY FUNCTIONAL THEORY; ELECTRON; OXIDATION; PHOTOLYSIS; STOICHIOMETRY; SUNLIGHT;

DIMERIZATION; MODELS, MOLECULAR; OXYGEN; PALLADIUM; PEROXIDES; SUPEROXIDES;

EID: 79952759402     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja200346a     Document Type: Article

References (51)

1. Momenteau, M.; Reed, C. A. Chem. Rev. 1994, 94, 659
2. Collman, J. P. Inorg. Chem. 1997, 36, 5145
3. Biomimetic Oxidations Catalyzed by Transition Metal Complexes; Meunier, B., Ed.; Imperial College Press: London, 2000.
4. Lewis, E. A.; Tolman, W. B. Chem. Rev. 2004, 104, 1047
5. Chen, P.; Solomon, E. I. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 13105
6. Gherman, B.; Heppner, D.; Tolman, W.; Cramer, C. J. Biol. Inorg. Chem. 2006, 11, 197
7. Lewis, N. S.; Nocera, D. G. Proc. Natl. Acad. Sci. U.S.A. 2006, 103, 15729
8. Betley, T. A.; Wu, Q.; Van Voorhis, T.; Nocera, D. G. Inorg. Chem. 2008, 47, 1849
9. Stahl, S. S. Angew. Chem., Int. Ed. 2004, 43, 3400
10. Zhang, Y.-H.; Yu, J.-Q. J. Am. Chem. Soc. 2009, 131, 14654
11. Popp, B. V.; Stahl, S. S. Chem.-Eur. J. 2009, 15, 2915
12. Liu, Q.; Li, G.; He, J.; Liu, J.; Li, P.; Lei, A. Angew. Chem., Int. Ed. 2010, 49, 3371
13. Takahashi, Y.; Hashimoto, M.; Hikichi, S.; Akita, M.; Moro-Oka, Y. Angew. Chem., Int. Ed. 1999, 38, 3074
14. 2-peroxopalladium complexes have been structurally characterized. See: Stahl, S. S.; Thorman, J. L.; Nelson, R. C.; Kozee, M. A. J. Am. Chem. Soc. 2001, 123, 7188
15. Sergeev, A. G.; Neumann, H.; Spannenberg, A.; Beller, M. Organometallics 2010, 29, 3368
16. Talsi, E. P.; Babenko, V. P.; Likholobov, V. A.; Nekipelov, V. M.; Chinakov, V. D. J. Chem. Soc., Chem. Commun. 1985, 1768
17. Talsi, E. P.; Babenko, V. P.; Shubin, A. A.; Chinakov, V. D.; Nekipelov, V. M.; Zamaraev, K. I. Inorg. Chem. 1987, 26, 3871
18. Fiallo, M. M. L.; Garnier-Suillerot, A. Inorg. Chem. 1990, 29, 893
19. Cai, X.; Majumdar, S.; Fortman, G. C; Cazin, C. S. J.; Slawin, A. M. Z.; Lhermitte, C.; Prabhakar, R.; Germain, M. E.; Palluccio, T.; Nolan, S. P.; Rybak-Akimova, E. V.; Temprado, M.; Captain, B.; Hoff, C. D. J. Am. Chem. Soc. 2011, 133, 1290
20. Popp, B. V.; Morales, C. M.; Landis, C. R.; Stahl, S. S. Inorg. Chem. 2010, 49, 8200
21. Miyaji, T.; Kujime, M.; Hikichi, S.; Moro-oka, Y.; Akita, M. Inorg. Chem. 2002, 41, 5286
22. Akita, M.; Miyaji, T.; Moro-oka, Y. Chem. Commun. 1998, 1005
23. Fafard, C. M.; Adhikari, D.; Foxman, B. M.; Mindiola, D. J.; Ozerov, O. V. J. Am. Chem. Soc. 2007, 129, 10318
24. 6). The chemical shifts of the aromatic resonances were moderately temperature-dependent [see the Supporting Information (SI)].
25. Huacuja, R.; Herbert, D. E.; Fafard, C. M.; Ozerov, O. V. J. Fluorine Chem. 2010, 131, 1257
26. 3 (see the SI).
27. Cui, W.; Wayland, B. B. J. Am. Chem. Soc. 2006, 128, 10350
28. Ozerov, O. V. Chem. Soc. Rev. 2009, 38, 83
29. Fafard, C. M.; Ozerov, O. V. Inorg. Chim. Acta 2007, 360, 286
30. Persistence of Vision Ray-Tracer (POV-Ray), available at http://www.povray.org/.
31. ORTEP plots were created using Ortep-3 for Windows. See: Farugia, L. J. Appl. Crystallogr. 1997, 30, 565
32. Fan, L.; Yang, L.; Guo, C.; Foxman, B. M.; Ozerov, O. V. Organometallics 2004, 23, 4778
33. Miller, S. N.; Townes, C. H. Phys. Rev. 1953, 90, 537
34. Denney, M. C.; Smythe, N. A.; Cetto, K. L.; Kemp, R. A.; Goldberg, K. I. J. Am. Chem. Soc. 2006, 128, 2508
35. Ramprasad, D.; Gilicinski, A. G.; Markley, T. J.; Pez, G. P. Inorg. Chem. 1994, 33, 2841
36. Hayashi, Y.; Obata, M.; Suzuki, M.; Uehara, A. Chem. Lett. 1997, 1255
37. Hartshom, R. M.; Telfer, S. G. J. Chem. Soc., Dalton Trans. 2000, 2801
38. Jacobson, R. R.; Tyeklar, Z.; Farocq, A.; Karlin, K. D.; Liu, S.; Zubieta, J. J. Am. Chem. Soc. 1988, 110, 3690
39. Verat, A. Y.; Fan, H.; Pink, M.; Chen, Y.-S.; Caulton, K. G. Chem.-Eur. J. 2008, 14, 7680
40. Frech, C. M.; Shimon, L. J. W.; Milstein, D. Helv. Chim. Acta 2006, 89, 1730
41. Vannenberg, N.-G. Prog. Inorg. Chem. 1963, 4, 125
42. Vaska, L. Acc. Chem. Res. 1976, 9, 175
43. Bakac, A. Prog. Inorg. Chem. 1995, 43, 267
44. Maiti, D.; Fry, H. C.; Woertink, J. S.; Vance, M. A.; Solomon, E. I.; Karlin, K. D. J. Am. Chem. Soc. 2007, 129, 264
45. Kieber-Emmons, M. T.; Annaraj, J.; Seo, M. S.; Van Heuvelen, K. M.; Tosha, T.; Kitagawa, T.; Brunold, T. C.; Nam, W.; Riordan, C. G. J. Am. Chem. Soc. 2006, 128, 14230
46. Wuertele, C.; Gaoutchenova, E.; Harms, K.; Holthausen, M. C.; Sundermeyer, J.; Schindler, S. Angew. Chem., Int. Ed. 2006, 45, 3867
47. Bakac, A.; Guzei, I. A. Inorg. Chem. 2000, 39, 736
48. Cui, W.; Wayland, B. B. J. Am. Chem. Soc. 2006, 128, 10351
49. Dietzel, P. D. C.; Kremer, R. K.; Jansen, M. J. Am. Chem. Soc. 2004, 126, 4689
50. DFT calculations were performed using the B3LYP functional and a combination of the LANL2DZ (Pd, P), cc-pVDZ (O, N), and D95 (C, H, F) basis sets as implemented in Gaussian 03 (full citation given in the SI).
51. For an example of Pd catalysis of the oxidation of a phosphine to phosphine oxide, see: Grushin, V. V. Organometallics 2001, 20, 3950