Ni(ll)/H2O2 reactivity in bis[(pyridin-2-yl)methyl] amine tridentate ligand system. Aromatic hydroxylation reaction by bis(μ-oxo)dinickel(lll) complex

Inorganic Chemistry

Volumn 48, Issue 11, 2009, Pages 4997-5004

  Kunishita, Atsushi ^b   Doi, Yoshitaka ^b   Kubo, Minoru ^c   Ogura, Takashi ^c   Sugimoto, Hideki ^b   Itoh, Shinobu ^a,d  

^a OSAKA UNIVERSITY   (Japan)

^b Osaka Prefecture University   (Japan)

^c UNIVERSITY OF HYOGO   (Japan)

^d INSTITUTE FOR MOLECULAR SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BENZYLAMINE DERIVATIVE; HYDROGEN PEROXIDE; LIGAND; NICKEL; ORGANOMETALLIC COMPOUND; PYRIDINE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

BENZYLAMINES; CRYSTALLOGRAPHY, X-RAY; HYDROGEN PEROXIDE; LIGANDS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; NICKEL; ORGANOMETALLIC COMPOUNDS; PYRIDINES;

EID: 66249096635     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic900059m     Document Type: Article

References (27)

1. (a) Hikichi, S.; Yoshizawa, M.; Sasakura, Y.; Akita, M.; Moro-oka, Y. J. Am. Chem. Soc. 1998, 120, 10567-10568.
2. (b) Itoh, S.; Bandoh, H.; Nagatomo, S.; Kitagawa, T.; Fukuzumi, S. J. Am. Chem. Soc. 1999, 121, 8945-8946.
3. (c) Shiren, K.; Ogo, S.; Fujinami, S.; Hayashi, H.; Suzuki, M.; Uehara, A.; Watanabe, Y.; Moro-oka, Y. J. Am. Chem. Soc. 2000, 122, 254-262.
4. (d) Mandimutsira, B. S.; Yamarik, J. L.; Brunold, T. C.; Gu, W.; Cramer, S. P.; Riordan, C. G. J. Am. Chem. Soc. 2001, 123, 9194-9195.
5. (e) Itoh, S.; Bandoh, H.; Nakagawa, M.; Nagatomo, S.; Kitagawa, T.; Karolin, K. D.; Fukuzumi, S. J. Am. Chem. Soc. 2001, 123, 11168-11178.
6. (f) Schenker, R.; Mandimutsira, B. S.; Riordan, C. G.; Brunold, T. C. J. Am. Chem. Soc. 2002, 124, 13842-13855.
7. (a) Yao, S.; Bill, E.; Milsmann, C.; Wieghardt, K.; Driess, M. Angew. Chem., Int. Ed. 2008, 47, 7110-7113.
8. (b) Otsuka, S.; Nakamura, A.; Tatsuno, Y. J. Am Chem. Soc. 1969, 91, 6994-6999.
9. Fujita, K.; Schenker, R.; Gu, W.; Brunold, T. C.; Cramer, S. P.; Riordan, C. G. Inorg. Chem. 2004, 43, 3324-3326.
10. Hikichi, S.; Okuda, H.; Ohzu, Y.; Akita, M. Angew. Chem., Int. Ed. 2009, 45, 118-191.
11. (a) Kiber-Emmons, M. T.; Schenker, R.; Yap, G. P. A.; Brunold, T. C.; Riordan, C. G. Angew Chem., Int. Ed. 2004, 43, 6716-6718.
12. (b) Schenker, R.; Kiber-Emmons, M. T.; Riordan, C. G.; Brunold, T. C. Inorg. Chem. 2005, 44, 1752-1762.
13. Kiber-Emmons, M. T.; Annaraj, J.; Seo, M. S.; Heuvelen, K. M. V.; Tosha, T.; Kitagawa, T.; Brunold, T. C.; Nam, W.; Riordan, C. G. J. Am. Chem. Soc. 2006, 128, 14230-14231.
14. Suzuki, M. Acc. Chem. Res. 2007, 40, 609-617.
15. Kunishita, A.; Teraoka, J.; Scanlon, J. D.; Matsumoto, T.; Suzuki, M.; Cramer, C. J.; Itoh, S. J. Am. Chem. Soc. 2007, 129, 7248-7249.
16. Kunishita, A.; Scanlon, J. D.; Ishimaru, H.; Honda, K.; Ogura, M.; Suzuki, M.; Cramer, C. J.; Itoh, S. Inorg. Chem. 2008, 47, 8222-8232.
17. Armarego, W. L. F.; Perrin, D. D. In Purification of Laborator Chemicals, 4th ed.; Butterworth-Heinemann: Oxford, 1996; pp 176, 215.
18. Kunishita, A.; Osako, T.; Tachi, Y.; Teraoka, J.; Itoh, S. Bull. Chem. Soc. Jpn. 2006, 79, 1729-1741.
19. Addison, A. W.; Rao, T. N.; Reedijk, J.; van Rijn, J.; Verschoor, G. C. J. Chem. Soc, Dalton Trans. 1984, 1349-1356.
20. H prevents us from getting ESI-MS date even at the low temperature.
21. (a) Itoh, S.; Kumei, H.; Taki, M.; Nagatomo, S.; Kitagawa, T.; Fukuzumi, S. J. Am. Chem. Soc. 2001, 123, 6708-6709.
22. (b) Palavicini, S.; Granata, A.; Monzani, E.; Casella, L. J. Am. Chem. Soc. 2005, 127, 18031-18036.
23. (c) Matsumoto, T.; Furutachi, H.; Kobino, M.; Tomii, M.; Nagatomo, S.; Tosha, T.; Osako, T.; Fujinami, S.; Itoh, S.; Kitagawa, T.; Suzuki, M. J. Am. Chem. Soc. 2006, 128, 3874-3875.
24. (a) Holland, P. L.; Rodgers, K. R.; Tolman, W. B. Angew. Chem., Int. Ed. 1999, 38, 1139-1142.
25. (b) Mirica, L. M.; Vance, M.; Rudd, D. J.; Hedman, B.; Hodgson, K. O; Solomon, E. I.; Stack, T. D. P. Science 2005, 308, 1890-1892.
26. 3CN (Supporting Information, Figure S9). This may be due to coordination of the solvent molecule(s) to the metal center in the NMR sample solution, which makes the complex with a five or six coordinate structure having a high-spin state.
27. Honda, K.; Cho, J.; Matsumoto, T.; Roll, J.; Furutachi, H.; Tosha, T.; Kubo, M.; Fujinami, S.; Ogura, T.; Kitagawa, T.; Suzuki, M. Angew. Chem. Int. Ed. Advanced Article.