Mechanisms of catalytic cleavage of benzyl phenyl ether in aqueous and apolar phases

Journal of Catalysis

Volumn 311, Issue , 2014, Pages 41-51

  He, Jiayue ^a   Lu, Lu ^a   Zhao, Chen ^a   Mei, Donghai ^b   Lercher, Johannes A ^a,b  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

^b PACIFIC NORTHWEST NATIONAL LABORATORY   (United States)

Author keywords

Alkylation; Ether cleavage; Hydrogenolysis; Hydrolysis; Lignin; Pyrolysis

Indexed keywords

BENZYL PHENYL ETHER; CATALYTIC PATHWAYS; CONDENSATION PRODUCT; NON-POLAR SOLVENTS; PROTON CONCENTRATIONS; RADICAL REACTIONS; REACTION PATHWAYS; THERMAL PYROLYSIS;

ALKYLATION; CATALYSTS; CHEMICAL BONDS; DENSITY FUNCTIONAL THEORY; ETHERS; HYDROGENOLYSIS; LIGNIN; PYROLYSIS; REACTION KINETICS;

HYDROLYSIS;

EID: 84890350872     PISSN: 00219517     EISSN: 10902694     Source Type: Journal    
DOI: 10.1016/j.jcat.2013.10.024     Document Type: Article

References (41)

1. M. Stöcker Angew. Chem., Int. Ed. 47 2008 9200
2. W. Boerjan, J. Ralph, and M. Baucher Ann. Rev. Plant Biol. 54 2003 519
3. E. Sjöström Wood Chemistry: Fundamentals and Applications 1993 Academic Press Orlando
4. T. Yoshida, and Y. Oshima Ind. Eng. Chem. Res. 43 2004 4097
5. M. Osada, O. Sato, M. Watanabe, K. Arai, and M. Shirai Energy Fuels 20 2006 930
6. F.P. Petrocelli, and M.T. Klein Ind. Eng. Chem. Prod. Res. Dev. 24 1985 635
7. C. Amen-Chen, H. Pakdel, and C. Roy Bioresour. Technol. 79 2001 277
8. M. Saisu, T. Sato, M. Watanabe, T. Adschiri, and K. Arai Energy Fuels 17 2003 922
9. Q. Song, F. Wang, and J. Xu Chem. Commun. 48 2012 7019
10. Q. Song, F. Wang, J. Cai, Y. Wang, J. Zhang, W. Yu, and J. Xu Energy Environ. Sci. 6 2013 994
11. J. Zakzeski, P.C.A. Bruijinincx, A.L. Jongerius, and B.M. Weckhuysen Chem. Rev. 110 2010 3552
12. E. Dorrestijn, L. Laarhoven, I. Arends, and P. Mulder J. Anal. Appl. Pyrolysis 54 2000 153
13. P.N. Rylander Hydrogenation Methods 1985 Academic Press London p. 157
14. Y.R. Luo Comprehensive Handbook of Chemical Bond Energies 2007 CRC Press
15. M.W. Jarvis, J.W. Daily, H. Carstensen, A.M. Dean, S. Sharma, D.C. Dayton, D.J. Robichaud, and M.R. Nimlos J. Phys. Chem. A 115 2011 428
16. T. Suzuki, H. Yamada, P.L. Sears, and Y. Watanabe Energy Fuels 3 1989 707
17. B.C. Wu, M.T. Klein, and S.I. Sandler Energy Fuels 5 1991 453
18. B.C. Wu, M.T. Klein, and S.I. Sandler AIChE J. 36 1990 1129
19. S.H. Townsend, and M.T. Klein Am. Chem. Soc., Div. Petr. Chem. 32 1987 133
20. V. Roberts, S. Fendt, A.A. Lemonidou, X. Li, and J.A. Lercher Appl. Catal. B 95 2010 71
21. C. Zhao, and J.A. Lercher Angew. Chem., Int. Ed. 51 2012 5935
22. J. He, C. Zhao, and J.A. Lercher J. Catal. 309 2014 362
23. J. He, C. Zhao, D. Mei, and J.A. Lercher J. Catal. 309 2014 280
24. J. He, C. Zhao, and J.A. Lercher J. Am. Chem. Soc. 134 2012 20768
25. G.W.T. M.J. Frisch, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. Montgomery, Jr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, Ö. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, D.J. Fox, Gaussian, Inc., Wallingford CT, 2009.
26. C. Moller, and M.S. Plesset Phys. Rev. 46 1934 0618
27. N. Govind, M. Petersen, G. Fitzgerald, D. King-Smith, and J. Andzelm Comp. Mater. Sci. 28 2003 250 258
28. T.A. Halgren, and W.N. Lipscomb Chem. Phys. Lett. 49 1977 225 232
29. M. Cossi, V. Barone, and M.A. Robb J. Chem. Phys. 111 1999 5295
30. E.U. Franck J. Chem. Thermodyn. 19 1987 225
31. M.L. Marshall, and E.U. Franck J. Phys. Chem. Ref. Data 10 1981 295
32. G.C. Akerlof, and H.I. Oshry J. Am. Chem. Soc. 72 1950 2844
33. R.H. Schlosberg, W.H. Davis, and T.R. Ashe Fuel 60 1981 201
34. M. Siskin, G. Brons, and S.N. Vaughn Energy Fuels 4 1990 488
35. C. Zhao, D.M. Camaioni, and J.A. Lercher J. Catal. 288 2012 92
36. E. Whalley Trans. Faraday Soc. 55 1959 798
37. J. Koskikallio, and E. Whalley Can. J. Chem. 37 1959 788
38. V.M. Roberts, R.T. Knapp, X. Li, and J.A. Lercher ChemCatChem 2 2010 1407
39. R.L. Cowan, and R.W. Staehle J. Electrochem. Soc. 118 1971 557
40. J. Conella, E. Gomez-Bengoa, and R. Martin J. Am. Chem. Soc. 135 2013 1997
41. E. Dorrestijn, L.J.J. Laarhoven, I. Arends, and P. Mulder J. Anal. Appl. Pyrolysis 54 2000 153