Ni-catalyzed cleavage of aryl ethers in the aqueous phase

Journal of the American Chemical Society

Volumn 134, Issue 51, 2012, Pages 20768-20775

  He, Jiayue ^a   Zhao, Chen ^a   Lercher, Johannes A ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVE SITE; APPARENT ACTIVATION ENERGY; AQUEOUS PHASE; AROMATIC ETHER; ARYL ETHER; BOND DISSOCIATION ENERGIES; C-O BOND CLEAVAGE; CYCLOHEXANOL; ETHER BOND; MAXIMUM REACTION RATE; PRESSURE INCREASE; PRODUCT DESORPTION; RATE DETERMINING STEP;

ACTIVATION ENERGY; CATALYSIS; DESORPTION; ETHERS; HYDROGEN; HYDROGEN BONDS; HYDROGENOLYSIS; ORGANIC COMPOUNDS; PHENOLS; REACTION RATES;

HYDROLYSIS;

CYCLOHEXANOL; ETHER DERIVATIVE; HYDROGEN; NICKEL; PHENOL DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

AQUEOUS SOLUTION; ARTICLE; CATALYSIS; CHEMICAL BOND; CHEMICAL REACTION; DESORPTION; DISSOCIATION; ENERGY TRANSFER; HYDROGENATION; HYDROGENOLYSIS; HYDROLYSIS;

CATALYSIS; ETHERS; HYDROCARBONS, AROMATIC; HYDROGENATION; HYDROLYSIS; LIGNIN; NICKEL; OXYGEN; SILICON DIOXIDE; WATER;

EID: 84871572503     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja309915e     Document Type: Article

References (33)

1. Stöcker, M. Angew. Chem., Int. Ed. 2008, 47, 9200-9211
2. Regalbuto, J. R. Science 2009, 325, 822-824
3. Perlack, R. D.; Wright, L. L.; Turhollow, A. F.; Graham, R. L.; Stokes, B. J.; Erbach, D. C. Biomass as Feedstock for a Bioenergy and Bioproducts Industry: The Technical Feasibility of a Billion-Ton Annual Supply; U.S. Department of Energy: Washington, DC, 2005.
4. Huber, G. W.; Corma, A. Angew. Chem., Int. Ed. 2007, 46, 7184-7201
5. Huber, G. W.; Iborra, S.; Corma, A. Chem. Rev. 2006, 106, 4044-4098
6. Ragauskas, A. J.; Williams, C. K.; Davison, B. H.; Britovsek, G.; Cairney, J.; Eckert, C. A.; Frederick, W. J., Jr.; Hallett, J. P.; Leak, D. J.; Liotta, C. L.; Mielenz, J. R.; Murphy, R.; Templer, R.; Tschaplinski, T. Science 2006, 311, 484-489
7. Chang, M. C. Y. Curr. Opin. Chem. Biol. 2007, 11, 677-684
8. Sanderson, K. Nature 2011, 474, S12-S14
9. Matson, T. D.; Barta, K.; Iretskii, A. V.; Ford, P. C. J. Am. Chem. Soc. 2011, 133, 14090-14097
10. Nichols, J. M.; Bisshop, L. M.; Bergman, R. G.; Ellman, J. A. J. Am. Chem. Soc. 2010, 132, 12554-12555
11. Son, S.; Toste, F. D. Angew. Chem., Int. Ed. 2010, 49, 3791-3794
12. Sergeev, A. G.; Hartwig, J. F. Science 2011, 332, 439-443
13. Roberts, V. M.; Knapp, R. T.; Li, X.; Lercher, J. A. ChemCatChem 2010, 2, 1407-1410
14. Roberts, V. M.; Stein, V.; Reiner, T.; Li, X.; Lemonidou, A.; Li, X.; Lercher, J. A. Chem-Eur. J. 2011, 17, 5939-5948
15. Roberts, V. M.; Fendt, S.; Reiner, T.; Li, X.; Lemonidou, A. A.; Li, X.; Lercher, J. A. Appl. Catal., B 2010, 95, 71-77
16. Zhao, C.; Lercher, J. A. Angew. Chem., Int. Ed. 2012, 51, 5935-5941
17. Zhao, C.; Lercher, J. A. ChemCatChem 2012, 4, 64-68
18. Zakzeski, J.; Bruijinincx, P. C. A.; Jongerius, A. L.; Weckhuysen, B. M. Chem. Rev. 2010, 110, 3552-3599
19. Furimsky, E. Appl. Catal., A 2000, 199, 147-190
20. Zhao, C.; Kou, Y.; Lemonidou, A. A.; Li, X.; Lercher, J. A. Chem. Commun. 2010, 46, 412-414
21. Zhao, C.; Kou, Y.; Lemonidou, A. A.; Li, X.; Lercher, J. A. Angew. Chem., Int. Ed. 2009, 48, 3987-3990
22. Zhao, C.; Camaioni, D. M.; Lercher, J. A. J. Catal. 2012, 288, 92-103
23. Zhao, C.; He, J.; Lemonidou, A. A.; Li, X.; Lercher, J. A. J. Catal. 2011, 280, 8-16
24. Zhao, C.; Kazacov, S.; He, J.; Lercher, J. A. J. Catal. 2012, 296, 12-23
25. Zhao, C.; Song, W.; Lercher, J. A. ACS Catal. 2012, 2, 2714-2723
26. Dorrestijn, E.; Laarhoven, L.; Arends, I.; Mulder, P. J. Anal. Appl. Pyrolysis 2000, 54, 153-192
27. Rylander, P. N. Hydrogenation Methods; Academic Press: London, 1985; pp 157-163.
28. Chandler, G.; Sasse, W. Aust. J. Chem. 1963, 16, 20-30
29. Luo, Y. R. In Comprehensive Handbook of Chemical Bond Energies; CRC Press: Boca Raton, FL, 2007.
30. Jarvis, M. W.; Daily, J. W.; Carstensen, H.; Dean, A. M.; Sharma, S.; Dayton, D. C.; Robichaud, D. J.; Nimlos, M. R. J. Phys. Chem. A 2011, 115, 428-438
31. Shang, S. B.; Kenney, C. N. J. Catal. 1992, 134, 134-150
32. Bond, G. C.; Cunningham, R. H. J. Catal. 1997, 166, 172-185
33. Hichri, H.; Accary, A.; Andrieu, J. Chem. Eng. Process. 1991, 30, 133-140