The DOI matches its Crossref record; 2 of the 2 references it cites were found in a registry or an index.
Ni-Catalyzed Cleavage of Aryl Ethers in the Aqueous Phase
Abstract
A novel Ni/SiO(2)-catalyzed route for selective cleavage of ether bonds of (lignin-derived) aromatic ethers and hydrogenation of the oxygen-containing intermediates at 120 °C in presence of 6 bar H(2) in the aqueous phase is reported. The C-O bonds of α-O-4 and β-O-4 linkages are cleaved by hydrogenolysis on Ni, while the C-O bond of the 4-O-5 linkage is cleaved via parallel hydrogenolysis and hydrolysis. The difference is attributed to the fact that the C(aliphatic)-OH fragments generated from hydrolysis of α-O-4 and β-O-4 linkages can undergo further hydrogenolysis, while phenol (produced by hydrolysis of the 4-O-5 linkage) is hydrogenated to produce cyclohexanol under conditions investigated. The apparent activation energies, E(a)(α-O-4) < E(a)(β-O-4) < E(a)(4-O-5), vary proportionally with the bond dissociation energies. In the conversion of β-O-4 and 4-O-5 ether bonds, C-O bond cleavage is the rate-determining step, with the reactants competing with hydrogen for active sites, leading to a maximum reaction rate as a function of the H(2) pressure. For the very fast C-O bond cleavage of the α-O-4 linkage, increasing the H(2) pressure increases the rate-determining product desorption under the conditions tested.
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Cites
The Catalytic Valorization of Lignin for the Production of Renewable Chemicals
Zakzeski, J., Bruijnincx, P. C. A., Jongerius, A. L., & Weckhuysen, B. M. (2010) · Chemical Reviews · doi:10.1021/cr900354u · Cited by 4,468
US Department of Energy (USDOE), W., Perlack, R., USDOE Office of Energy Efficiency and Renewable Energy (EERE), O. O. S. T. B. T. O. (., Oak Ridge National Laboratory (ORNL), O. R., USDA, Wright, L., Turhollow, A., Graham, R., Stokes, B., & Erbach, D. (2005) · doi:10.2172/1216415 · Cited by 1,327
Cited by
Catalytic Transformation of Lignin for the Production of Chemicals and Fuels
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Ni-based bimetallic heterogeneous catalysts for energy and environmental applications
De, S., Zhang, J., Luque, R., & Yan, N. (2016) · Energy & Environmental Science · doi:10.1039/c6ee02002j · Cited by 786
Van den Bosch, S., Renders, T., Kennis, S., Koelewijn, S.-F., Van den Bossche, G., Vangeel, T., Deneyer, A., Depuydt, D., Courtin, C. M., Thevelein, J. M., et al. (2017) · Green Chemistry · doi:10.1039/c7gc01324h · Cited by 346
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First-Principles Study of Phenol Hydrogenation on Pt and Ni Catalysts in Aqueous Phase
Yoon, Y., Rousseau, R., Weber, R. S., Mei, D., & Lercher, J. A. (2014) · Journal of the American Chemical Society · doi:10.1021/ja501592y · Cited by 277
Self-citationDeng, W., Zhang, H., Wu, X., Li, R., Zhang, Q., & Wang, Y. (2015) · Green Chemistry · doi:10.1039/c5gc01473e · Cited by 272
Importance of Size and Distribution of Ni Nanoparticles for the Hydrodeoxygenation of Microalgae Oil
Song, W., Zhao, C., & Lercher, J. A. (2013) · Chemistry – A European Journal · doi:10.1002/chem.201301005 · Cited by 154
Self-citationDepolymerization of organosolv lignin using doped porous metal oxides in supercritical methanol
Warner, G., Hansen, T. S., Riisager, A., Beach, E. S., Barta, K., & Anastas, P. T. (2014) · Bioresource Technology · doi:10.1016/j.biortech.2014.02.092 · Cited by 108
Zhang, C., Jia, C., Cao, Y., Yao, Y., Xie, S., Zhang, S., & Lin, H. (2019) · Green Chemistry · doi:10.1039/c8gc04017f · Cited by 105
Lee, H.-S., Jae, J., Ha, J.-M., & Suh, D. J. (2016) · Bioresource Technology · doi:10.1016/j.biortech.2015.12.022 · Cited by 75
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Guan, W., Chen, X., Jin, S., Li, C., Tsang, C.-W., & Liang, C. (2017) · Industrial & Engineering Chemistry Research · doi:10.1021/acs.iecr.7b03736 · Cited by 67
Metadata
- Authors
- He, J., Zhao, C., & Lercher, J. A.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2012-12-12
- Volume
- 134
- Issue
- 51
- Pages
- 20768-20775
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2069579320
- Cited by
- 483
- References
- 2
- FWCI
- 15.87
- Type
- journal article
- Language
- en
- Open access
- closed
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