1678-92-8Relevant articles and documents
Selective Preparation of 4-Alkylphenol from Lignin-Derived Phenols and Raw Biomass over Magnetic Co–Fe?N-Doped Carbon Catalysts
Liu, Xiaohao,Wang, Chenguang,Zhang, Ying,Qiao, Yan,Pan, Yang,Ma, Longlong
, p. 4791 - 4798 (2019)
Lignin valorization to produce high-value chemicals selectively is an enormous challenge in biorefinery. In this study, 4-alkylphenol, formed by breaking the robust Caryl?OCH3 bonds solely with the retention of other structures in lignin-derived methoxylalkylphenols, was produced selectively over a Co1–Fe0.1?NC catalyst from real lignin oil as feedstock, which was obtained by a “lignin-first” strategy from either birch or cornstalk. A yield of 64.7 or 88.3 mol % of 4-propylphenol was obtained if birch lignin oil or eugenol was used as the substrate, respectively. The catalysts were characterized by using methods that include Brunauer–Emmett–Teller measurements, XRD, X-ray photoelectron spectroscopy, high-resolution transmission electron microscopy, high-angle annular dark-field scanning transmission electron microscopy, energy-dispersive X-ray spectroscopy, and temperature-programmed desorption with synchrotron vacuum ultraviolet photoionization mass spectrometry. The results of catalyst characterization and comparison experiments indicated that CoNx was the main active phase for demethoxylation and hydrogenation, and the incorporation of Fe weakens the adsorption of 4-propylphenol to the catalyst, which inhibits the excessive hydrogenation of 4-propylphenol. This work shows the potential to produce high-value-added 4-alkylphenol from renewable raw biomass.
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Ungnade,Ludutsky
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Wwedensski et al.
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A synergistic biorefinery based on catalytic conversion of lignin prior to cellulose starting from lignocellulosic biomass
Parsell, Trenton,Yohe, Sara,Degenstein, John,Jarrell, Tiffany,Klein, Ian,Gencer, Emre,Hewetson, Barron,Hurt, Matt,Kim, Jeong Im,Choudhari, Harshavardhan,Saha, Basudeb,Meilan, Richard,Mosier, Nathan,Ribeiro, Fabio,Delgass, W. Nicholas,Chapple, Clint,Kentt?maa, Hilkka I.,Agrawal, Rakesh,Abu-Omar, Mahdi M.
, p. 1492 - 1499 (2015)
Current biomass utilization processes do not make use of lignin beyond its heat value. Here we report on a bimetallic Zn/Pd/C catalyst that converts lignin in intact lignocellulosic biomass directly into two methoxyphenol products, leaving behind the carbohydrates as a solid residue. Genetically modified poplar enhanced in syringyl (S) monomer content yields only a single product, dihydroeugenol. Lignin-derived methoxyphenols can be deoxygenated further to propylcyclohexane. The leftover carbohydrate residue is hydrolyzed by cellulases to give glucose in 95% yield, which is comparable to lignin-free cellulose (solka floc). New conversion pathways to useful fuels and chemicals are proposed based on the efficient conversion of lignin into intact hydrocarbons. This journal is
Chemoselective and Tandem Reduction of Arenes Using a Metal–Organic Framework-Supported Single-Site Cobalt Catalyst
Akhtar, Naved,Begum, Wahida,Chauhan, Manav,Manna, Kuntal,Newar, Rajashree,Rawat, Manhar Singh
supporting information, (2022/01/19)
The development of heterogeneous, chemoselective, and tandem catalytic systems using abundant metals is vital for the sustainable synthesis of fine and commodity chemicals. We report a robust and recyclable single-site cobalt-hydride catalyst based on a porous aluminum metal–organic framework (DUT-5 MOF) for chemoselective hydrogenation of arenes. The DUT-5 node-supported cobalt(II) hydride (DUT-5-CoH) is a versatile solid catalyst for chemoselective hydrogenation of a range of nonpolar and polar arenes, including heteroarenes such as pyridines, quinolines, isoquinolines, indoles, and furans to afford cycloalkanes and saturated heterocycles in excellent yields. DUT-5-CoH exhibited excellent functional group tolerance and could be reusable at least five times without decreased activity. The same MOF-Co catalyst was also efficient for tandem hydrogenation–hydrodeoxygenation of aryl carbonyl compounds, including biomass-derived platform molecules such as furfural and hydroxymethylfurfural to cycloalkanes. In the case of hydrogenation of cumene, our spectroscopic, kinetic, and density functional theory (DFT) studies suggest the insertion of a trisubstituted alkene intermediate into the Co–H bond occurring in the turnover limiting step. Our work highlights the potential of MOF-supported single-site base–metal catalysts for sustainable and environment-friendly industrial production of chemicals and biofuels.
The solvent determines the product in the hydrogenation of aromatic ketones using unligated RhCl3as catalyst precursor
Bartling, Stephan,Chakrabortty, Soumyadeep,De Vries, Johannes G.,Kamer, Paul C. J.,Lund, Henrik,Müller, Bernd H.,Rockstroh, Nils
, p. 7608 - 7616 (2021/12/13)
Alkyl cyclohexanes were synthesized in high selectivity via a combined hydrogenation/hydrodeoxygenation of aromatic ketones using ligand-free RhCl3 as pre-catalyst in trifluoroethanol as solvent. The true catalyst consists of rhodium nanoparticles (Rh NPs), generated in situ during the reaction. A range of conjugated as well as non-conjugated aromatic ketones were directly hydrodeoxygenated to the corresponding saturated cyclohexane derivatives at relatively mild conditions. The solvent was found to be the determining factor to switch the selectivity of the ketone hydrogenation. Cyclohexyl alkyl-alcohols were the products using water as a solvent.