Halide-promoted dioxygenolysis of a carbon-carbon bond by a copper(II) diketonate complex

Journal of the American Chemical Society

Volumn 136, Issue 22, 2014, Pages 7821-7824

  Allpress, Caleb J ^a   Miłaczewska, Anna ^b   Borowski, Tomasz ^b   Bennett, Jami R ^c   Tierney, David L ^c   Arif, Atta M ^d   Berreau, Lisa M ^a  

^a UTAH STATE UNIVERSITY   (United States)

^b INSTITUTE OF CATALYSIS AND SURFACE CHEMISTRY   (Poland)

^c MIAMI UNIVERSITY   (United States)

^d UNIVERSITY OF UTAH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; CHEMICAL ACTIVATION; CHLORINE COMPOUNDS; COPPER;

ANION COORDINATION; C-C BOND CLEAVAGES; CARBON-CARBON BOND; CARBON-CARBON BOND CLEAVAGE; DIKETONATE COMPLEXES; MECHANISTIC STUDIES; OXYGEN ACTIVATIONS; TERMINAL OXIDANTS;

COVALENT BONDS;

ANION; CARBON; CHLORIDE; CHLORIDE ION; CUPRIC ION; HALIDE; HYDROPEROXIDE; HYPOCHLORITE; KETONE DERIVATIVE; OXIDIZING AGENT; OXYGEN; COPPER; DIOXYGENASE; HALOGEN; KETONE;

ARTICLE; CHEMICAL BOND; COMPLEX FORMATION; ENVIRONMENTAL TEMPERATURE; OXIDATION; REACTION ANALYSIS; CATALYSIS; CHEMISTRY;

CARBON; CATALYSIS; COPPER; DIOXYGENASES; HALOGENS; KETONES; OXIDANTS; OXYGEN;

EID: 84901939430     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja502577b     Document Type: Article

References (34)

1. Gettys, N. S. J. Chem. Educ. 1998, 75, 665
2. National Research Council. Bioinspired Chemistry for Energy: A Workshop Summary to the Chemical Sciences Roundtable; The National Academies Press: Washington, DC. 2008.
3. National Research Council. Health and Medicine: Challenges for the Chemical Sciences in the 21st Century; The National Academies Press: Washington, DC, 2004.
4. Allpress, C. J.; Berreau, L. M. Coord. Chem. Rev. 2013, 257, 3005
5. Crabtree, R. H. Nature 2000, 408, 415
6. Jun, C.-H. Chem. Soc. Rev. 2004, 33, 610
7. Constable, D. J. C.; Dunn, P. J.; Hayler, J. D.; Humphrey, G. R.; Leazer, J. L., Jr.; Linderman, R. J.; Lorenz, K.; Manley, J.; Pearlman, B. A.; Wells, A.; Zaks, A.; Zhang, T. Y. Green Chem. 2007, 9, 411
8. Zhang, L.; Bi, X.; Guan, X.; Li, X.; Liu, Q.; Barry, B.-D.; Liao, P. Angew. Chem., Int. Ed. 2013, 52, 11303
9. Atlamsani, A.; Brégeault, J.-M. Synthesis 1993, 79
10. Cossy, J.; Belotti, D.; Bellosta, V.; Brocca, D. Tetrahedron Lett. 1994, 35, 6089
11. Brégeault, J.-M.; Launay, F.; Atlamsani, A. C. R. Acad. Sci., Ser. IIC: Chim. 2001, 4, 11
12. Allen, S. E.; Walvoord, R. R.; Padilla-Salinas, R.; Kozlowski, M. C. Chem. Rev. 2013, 113, 6234
13. Zhang, C.; Feng, P.; Jiao, N. J. Am. Chem. Soc. 2013, 135, 15257
14. Kaizer, J.; Pap, J. S.; Speier, G. In Copper Oxygen Chemistry; Karlin, K. D.; Itoh, S., Eds.; John Wiley & Sons, Inc.: New York, 2011; pp 23-52.
15. Pap, J. S.; Kaizer, J.; Speier, G. Coord. Chem. Rev. 2010, 254, 781
16. Addison, A. W.; Rao, T. N.; Reedijk, J.; van Rijn, J.; Verschoor, G. C. J. Chem. Soc., Dalton Trans. 1984, 1349
17. Taylor, J. C.; McLaren, A. B. J. Chem. Soc., Dalton Trans. 1979, 3, 460
18. Isakova, V. G.; Baidina, I. A.; Morozova, N. B.; Igumenov, I. K. Polyhedron 2000, 19, 1097
19. Ware, D. C.; Wilson, W. R.; Denny, W. A.; Rickard, C. E. F. J. Chem. Soc., Chem. Commun. 1991, 1171
20. Vock, C. A.; Renfrew, A. K.; Scopelliti, R.; Juillerat-Jeanneret, L.; Dyson, P. J. Eur. J. Inorg. Chem. 2008, 10, 1661
21. Estes, E. D.; Scaringe, R. P.; Hatfield, W. E.; Hodgson, D. J. Inorg. Chem. 1976, 15, 1179
22. Kavounis, C. A.; Tzavellas, L. C.; Cardin, C. J.; Zubavichus, Y. Struct. Chem. 1999, 10, 411
23. Sans-Lenain, S.; Gleizes, A. Inorg. Chim. Acta 1993, 211, 67
24. Sharutin, V. V.; Sharutina, O. K.; Zadachina, O. P.; Zakharova, A. N.; Reutov, V. A.; Shapkin, N. P.; Velsky, V. K. Russ. J. Gen. Chem. 2000, 70, 1672
25. Allpress, C. J.; Arif, A. M.; Houghton, D. T.; Berreau, L. M. Chem.-Eur. J. 2011, 17, 14962
26. Peisach, J.; Blumberg, W. E. Arch. Biochem. Biophys. 1974, 165, 691
27. Bubacco, L.; van Gastel, M.; Groenen, E. J. J.; Vijgenboom, E.; Canters, G. W. J. Biol. Chem. 2003, 278, 7381
28. Harata, M.; Jitsukawa, K.; Masuda, H.; Einaga, H. Chem. Lett. 1995, 24, 61
29. Lucchese, B.; Humphreys, K. J.; Lee, D.-H.; Incarvito, C. D.; Sommer, R. D.; Rheingold, A. L.; Karlin, K. D. Inorg. Chem. 2004, 43, 5987
30. Roberts, J. D.; Smith, D. R.; Lee, C. C. J. Am. Chem. Soc. 1951, 73, 618
31. Berreau, L. M.; Borowski, T.; Grubel, K.; Allpress, C. J.; Wikstrom, J. P.; Germain, M. E.; Rybak-Akimova, E. V.; Tierney, D. L. Inorg. Chem. 2011, 50, 1047
32. Allpress, C. J.; Grubel, K.; Szajna-Fuller, E.; Arif, A. M.; Berreau, L. M. J. Am. Chem. Soc. 2013, 135, 659
33. Baráth, G.; Kaizer, J.; Speier, G.; Párkányi, L.; Kuzmann, E.; Vértes, A. Chem. Commun. 2009, 3630
34. Siegbahn, P. E. M. Inorg. Chem. 2004, 43, 5944