Direct synthesis of furfuryl alcohol from furfural: catalytic performance of monometallic and bimetallic Mo and Ru phosphides

Bonita, Yolanda; Jain, Varsha; Geng, Feiyang; O'Connell, Timothy P.; Wilson, Woodrow N.; Rai, Neeraj; Hicks, Jason C.

doi:10.1039/c9cy00705a

Title: Direct synthesis of furfuryl alcohol from furfural: catalytic performance of monometallic and bimetallic Mo and Ru phosphides

Journal Article · Tue Jun 18 00:00:00 EDT 2019 · Catalysis Science and Technology

DOI:https://doi.org/10.1039/c9cy00705a· OSTI ID:1577572

Bonita, Yolanda ^[1]; Jain, Varsha ^[2]; Geng, Feiyang ^[1]; O'Connell, Timothy P. ^[1]; Wilson, Woodrow N. ^[2];

^[2];

^[1]

Univ. of Notre Dame, IN (United States)
Mississippi State Univ., Mississippi State, MS (United States)

In this work, the catalytic properties of monometallic and bimetallic Ru and Mo phosphides were evaluated for their ability to selectively hydrogenate furfural to furfuryl alcohol. Monometallic MoP showed high selectivity (98%) towards furfuryl alcohol, while RuP and Ru₂P exhibited lower selectivity at comparable conversion. Bimetallic promotional effects were observed with Ru_1.0Mo_1.0P, as the pseudo-first order reaction rate constant for furfural hydrogenation to furfuryl alcohol, k₁, was at least 5× higher than MoP, RuP, and Ru₂P, while maintaining a 99% selectivity. Composition-directed catalytic studies of Ru_xMo_2–xP (0.8 < x < 1.2) provided evidence that Ru rich compositions positively influence k₁, but not the selectivity. The rate constant ratio k₁/(k₂ + k₃) for furfuryl alcohol production compared to methyl furan (k₂) and tetrahyrofurfuryl alcohol (k₃) followed the trend of Ru_1.0Mo_1.0P > Ru_1.2Mo_0.8P > MoP > Ru_0.8Mo_1.2P > RuP > Ru₂P. Diffuse reflectance infrared Fourier transform spectroscopy (DRIFTS) was used to examine the configuration of adsorbed furfural on the synthesized catalysts, but the results were inconclusive and no correlation could be found with the selectivity due to the possible IR inactive surface modes with furfural adsorption. However, gas phase density functional theory calculations suggested the x = 1.0 material in Ru_xMo_2–xP (0.8 < x < 1.2) had the most favorable furfural adsorption energy. Experimentally, we also observed that the solvent greatly influenced both the conversion and selectivity, where isopropanol provided the highest selectivity to furfuryl alcohol. Finally, recycling experiments showed a 12% decrease in k₁ after 3 cycles without any regeneration, but the activity could be fully recovered through a re-reduction step.

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Research Organization:: Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States). National Energy Research Scientific Computing Center (NERSC); Univ. of California, Oakland, CA (United States); Argonne National Lab. (ANL), Argonne, IL (United States)

Sponsoring Organization:: USDOE Office of Science (SC); National Science Foundation (NSF); US Air Force Office of Scientific Research (AFOSR)

Grant/Contract Number:: AC02-05CH11231; AC02-06CH11357; FA9550-17-1-0376

OSTI ID:: 1577572

Journal Information:: Catalysis Science and Technology, Vol. 9, Issue 14; ISSN 2044-4753

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

References (99)

Revealing the Hydrogenation Performance of RuMo Phosphide for Chemoselective Reduction of Functionalized Aromatic Hydrocarbons Bonita, Yolanda; O’Connell, Timothy P.; Miller, Holly E. Industrial & Engineering Chemistry Research, Vol. 58, Issue 9 https://doi.org/10.1021/acs.iecr.8b06295	journal	February 2019
The influence of citric acid on the synthesis and activity of high surface area MoP for the hydrodeoxygenation of 4-methylphenol Whiffen, Victoria M. L.; Smith, Kevin J.; Straus, Suzana K. Applied Catalysis A: General, Vol. 419-420 https://doi.org/10.1016/j.apcata.2012.01.018	journal	March 2012
Next-nearest neighbour contributions to P 2p3/2 X-ray photoelectron binding energy shifts of mixed transition-metal phosphides M1−xM′xP with the MnP-type structure Grosvenor, Andrew P.; Cavell, Ronald G.; Mar, Arthur Journal of Solid State Chemistry, Vol. 180, Issue 10 https://doi.org/10.1016/j.jssc.2007.07.027	journal	October 2007
Projector augmented-wave method Blöchl, P. E. Physical Review B, Vol. 50, Issue 24, p. 17953-17979 https://doi.org/10.1103/PhysRevB.50.17953	journal	December 1994
Hydrogenation of furfuryl alcohol to tetrahydrofurfuryl alcohol on NiB/SiO2 amorphous alloy catalyst Song, Yun; Li, Wei; Zhang, Minghui Frontiers of Chemical Engineering in China, Vol. 1, Issue 2 https://doi.org/10.1007/s11705-007-0028-2	journal	May 2007
Deactivation mechanistic studies of copper chromite catalyst for selective hydrogenation of 2-furfuraldehyde Liu, Dongxia; Zemlyanov, Dmitry; Wu, Tianpin Journal of Catalysis, Vol. 299 https://doi.org/10.1016/j.jcat.2012.10.026	journal	March 2013
Synthesis and Hydrodeoxygenation Properties of Ruthenium Phosphide Catalysts Bowker, Richard H.; Smith, Mica C.; Pease, Melissa L. ACS Catalysis, Vol. 1, Issue 8 https://doi.org/10.1021/cs200238v	journal	July 2011
Hydrodeoxygenation of 4-Methylphenol over Unsupported MoP, MoS ₂ , and MoO _x Catalysts ^† Whiffen, Victoria M. L.; Smith, Kevin J. Energy & Fuels, Vol. 24, Issue 9 https://doi.org/10.1021/ef901270h	journal	September 2010
Bifunctional Catalysts for Upgrading of Biomass-Derived Oxygenates: A Review Robinson, Allison M.; Hensley, Jesse E.; Medlin, J. Will ACS Catalysis, Vol. 6, Issue 8 https://doi.org/10.1021/acscatal.6b00923	journal	July 2016
Spectroscopic identification of alkoxide, aldehyde, and acyl intermediates in alcohol decomposition on Pd(111) Davis, J. L.; Barteau, M. A. Surface Science, Vol. 235, Issue 2-3 https://doi.org/10.1016/0039-6028(90)90799-E	journal	September 1990
Hydrogenation of Furfural with a Pt–Sn Catalyst: The Suitability to Sustainable Industrial Application O’Driscoll, Áine; Curtin, Teresa; Hernández, Willington Y. Organic Process Research & Development, Vol. 20, Issue 11 https://doi.org/10.1021/acs.oprd.6b00228	journal	October 2016
Van der Waals density functionals applied to solids Klimeš, Jiří; Bowler, David R.; Michaelides, Angelos Physical Review B, Vol. 83, Issue 19 https://doi.org/10.1103/PhysRevB.83.195131	journal	May 2011
Hydrodeoxygenation of Furfural Over Supported Metal Catalysts: A Comparative Study of Cu, Pd and Ni Sitthisa, Surapas; Resasco, Daniel E. Catalysis Letters, Vol. 141, Issue 6 https://doi.org/10.1007/s10562-011-0581-7	journal	March 2011
Possible importance of a “metal-surface selection rule” in the interpretation of the infrared spectra of molecules adsorbed on particulate metals; infrared spectra from ethylene chemisorbed on silica-supported metal catalysts Pearce, H. A.; Sheppard, N. Surface Science, Vol. 59, Issue 1 https://doi.org/10.1016/0039-6028(76)90301-0	journal	September 1976
Enhancing the stability of copper chromite catalysts for the selective hydrogenation of furfural using ALD overcoating Zhang, Hongbo; Lei, Yu; Kropf, A. Jeremy Journal of Catalysis, Vol. 317 https://doi.org/10.1016/j.jcat.2014.07.007	journal	August 2014
Molybdenum phosphide as an efficient electrocatalyst for the hydrogen evolution reaction Xiao, Peng; Sk, Mahasin Alam; Thia, Larissa Energy Environ. Sci., Vol. 7, Issue 8 https://doi.org/10.1039/C4EE00957F	journal	January 2014
From ultrasoft pseudopotentials to the projector augmented-wave method Kresse, G.; Joubert, D. Physical Review B, Vol. 59, Issue 3, p. 1758-1775 https://doi.org/10.1103/PhysRevB.59.1758	journal	January 1999
Simplified Statistics for Small Numbers of Observations Dean, R. B.; Dixon, W. J. Analytical Chemistry, Vol. 23, Issue 4 https://doi.org/10.1021/ac60052a025	journal	April 1951
Effects of metal substitution in transition-metal phosphides (Ni1−xM′x)2P (M′ = Cr, Fe, Co) studied by X-ray photoelectron and absorption spectroscopy Blanchard, Peter E. R.; Grosvenor, Andrew P.; Cavell, Ronald G. Journal of Materials Chemistry, Vol. 19, Issue 33 https://doi.org/10.1039/b904250d	journal	January 2009
Highly selective hydrogenation of furfural to furfuryl alcohol over Pt nanoparticles supported on g-C3N4 nanosheets catalysts in water Chen, Xiufang; Zhang, Ligang; Zhang, Bo Scientific Reports, Vol. 6, Issue 1 https://doi.org/10.1038/srep28558	journal	June 2016
Copper-cobalt catalyzed liquid phase hydrogenation of furfural to 2-methylfuran: An optimization, kinetics and reaction mechanism study Srivastava, Sanjay; Jadeja, G. C.; Parikh, Jigisha Chemical Engineering Research and Design, Vol. 132 https://doi.org/10.1016/j.cherd.2018.01.031	journal	April 2018
VESTA 3 for three-dimensional visualization of crystal, volumetric and morphology data Momma, Koichi; Izumi, Fujio Journal of Applied Crystallography, Vol. 44, Issue 6 https://doi.org/10.1107/S0021889811038970	journal	October 2011
Selective hydrogenation of furfural and levulinic acid to biofuels on the ecofriendly Cu–Fe catalyst Yan, Kai; Chen, Aicheng Fuel, Vol. 115 https://doi.org/10.1016/j.fuel.2013.06.042	journal	January 2014
Adsorption and Reaction of Furfural and Furfuryl Alcohol on Pd(111): Unique Reaction Pathways for Multifunctional Reagents Pang, Simon H.; Medlin, J. Will ACS Catalysis, Vol. 1, Issue 10 https://doi.org/10.1021/cs200226h	journal	August 2011
Modulating electronic structure of CoP electrocatalysts towards enhanced hydrogen evolution by Ce chemical doping in both acidic and basic media Gao, Wei; Yan, Ming; Cheung, Ho-Yuen Nano Energy, Vol. 38 https://doi.org/10.1016/j.nanoen.2017.06.002	journal	August 2017
Bimetallic PtSn catalyst for the selective hydrogenation of furfural to furfuryl alcohol in liquid-phase Merlo, Andrea B.; Vetere, Virginia; Ruggera, José F. Catalysis Communications, Vol. 10, Issue 13 https://doi.org/10.1016/j.catcom.2009.05.005	journal	July 2009
High selective production of tetrahydrofurfuryl alcohol: Catalytic hydrogenation of furfural and furfuryl alcohol Merat, Nadine; Godawa, Christine; Gaset, Antoine Journal of Chemical Technology & Biotechnology, Vol. 48, Issue 2 https://doi.org/10.1002/jctb.280480205	journal	January 1990
A fast and robust algorithm for Bader decomposition of charge density Henkelman, Graeme; Arnaldsson, Andri; Jónsson, Hannes Computational Materials Science, Vol. 36, Issue 3 https://doi.org/10.1016/j.commatsci.2005.04.010	journal	June 2006
Selective conversion of furfural to methylfuran over silica-supported NiFe bimetallic catalysts Sitthisa, Surapas; An, Wei; Resasco, Daniel E. Journal of Catalysis, Vol. 284, Issue 1 https://doi.org/10.1016/j.jcat.2011.09.005	journal	November 2011
Exploring Furfural Catalytic Conversion on Cu(111) from Computation Shi, Yun; Zhu, Yulei; Yang, Yong ACS Catalysis, Vol. 5, Issue 7 https://doi.org/10.1021/acscatal.5b00303	journal	June 2015
Gas-phase hydrogenation of furfural to furfuryl alcohol over Cu/ZnO catalysts Jiménez-Gómez, Carmen Pilar; Cecilia, Juan A.; Durán-Martín, Desirée Journal of Catalysis, Vol. 336 https://doi.org/10.1016/j.jcat.2016.01.012	journal	April 2016
Nanoscaled Metal Borides and Phosphides: Recent Developments and Perspectives Carenco, Sophie; Portehault, David; Boissière, Cédric Chemical Reviews, Vol. 113, Issue 10, p. 7981-8065 https://doi.org/10.1021/cr400020d	journal	June 2013
Kinetics of Liquid-Phase Hydrogenation of Furfuraldehyde to Furfuryl Alcohol over a Pt/C Catalyst Vaidya, Prakash D.; Mahajani, Vijaykumar V. Industrial & Engineering Chemistry Research, Vol. 42, Issue 17 https://doi.org/10.1021/ie030055k	journal	August 2003
Ab initiomolecular dynamics for liquid metals Kresse, G.; Hafner, J. Physical Review B, Vol. 47, Issue 1, p. 558-561 https://doi.org/10.1103/PhysRevB.47.558	journal	January 1993
Properties of Copper Chromite Catalysts in Hydrogenation Reactions Rao, R.; Dandekar, A.; Baker, R. T. K. Journal of Catalysis, Vol. 171, Issue 2 https://doi.org/10.1006/jcat.1997.1832	journal	October 1997
High-precision sampling for Brillouin-zone integration in metals Methfessel, M.; Paxton, A. T. Physical Review B, Vol. 40, Issue 6 https://doi.org/10.1103/PhysRevB.40.3616	journal	August 1989
202. The hydrogenation of furfuraldehyde to furfuryl alcohol and sylvan (2-methylfuran) Bremner, John G. M.; Keeys, Richard K. F. Journal of the Chemical Society (Resumed) https://doi.org/10.1039/jr9470001068	journal	January 1947
Highly selective bimetallic FeMoP catalyst for C–O bond cleavage of aryl ethers Rensel, Dallas J.; Rouvimov, Sergei; Gin, Megan E. Journal of Catalysis, Vol. 305 https://doi.org/10.1016/j.jcat.2013.05.026	journal	September 2013
Thiophene hydrodesulfurization over nickel phosphide catalysts: effect of the precursor composition and support Sawhill, S.; Layman, K.; Vanwyk, D. Journal of Catalysis, Vol. 231, Issue 2 https://doi.org/10.1016/j.jcat.2005.01.020	journal	April 2005
Metal Phosphide:A Highly Efficient Catalyst for the Selective Hydrodeoxygenation of Furfural to 2‐Methylfuran Wang, Yazhou; Liu, Fei; Han, Han ChemistrySelect, Vol. 3, Issue 27 https://doi.org/10.1002/slct.201800929	journal	July 2018
Structure and electronic properties of the orthorhombic MoRuP superconductor prepared at high pressure Wong-Ng, W.; Ching, W. Y.; Xu, Yong-Nian Physical Review B, Vol. 67, Issue 14 https://doi.org/10.1103/PhysRevB.67.144523	journal	April 2003
Accurate and efficient algorithm for Bader charge integration Yu, Min; Trinkle, Dallas R. The Journal of Chemical Physics, Vol. 134, Issue 6 https://doi.org/10.1063/1.3553716	journal	February 2011
Kinetics and mechanism of hydrogenation of furfural on Cu/SiO2 catalysts Sitthisa, Surapas; Sooknoi, Tawan; Ma, Yuguang Journal of Catalysis, Vol. 277, Issue 1 https://doi.org/10.1016/j.jcat.2010.10.005	journal	January 2011
Lewis acidic zeolite Beta catalyst for the Meerwein–Ponndorf–Verley reduction of furfural Koehle, Maura; Lobo, Raul F. Catalysis Science & Technology, Vol. 6, Issue 9 https://doi.org/10.1039/C5CY01501D	journal	January 2016
Aqueous phase hydrogenation of furfural using carbon-supported Ru and RuSn catalysts Musci, Juan J.; Merlo, Andrea B.; Casella, Mónica L. Catalysis Today, Vol. 296 https://doi.org/10.1016/j.cattod.2017.04.063	journal	November 2017
Resolving ruthenium: XPS studies of common ruthenium materials Morgan, David J. Surface and Interface Analysis, Vol. 47, Issue 11 https://doi.org/10.1002/sia.5852	journal	September 2015
Stabilization of Copper Catalysts for Liquid-Phase Reactions by Atomic Layer Deposition O'Neill, Brandon J.; Jackson, David H. K.; Crisci, Anthony J. Angewandte Chemie International Edition, Vol. 52, Issue 51 https://doi.org/10.1002/anie.201308245	journal	November 2013
Optimization and Kinetic Studies on Hydrogenation of Furfural to Furfuryl Alcohol over SBA-15 Supported Bimetallic Copper–Cobalt Catalyst Srivastava, Sanjay; Solanki, Naveen; Mohanty, Pravakar Catalysis Letters, Vol. 145, Issue 3 https://doi.org/10.1007/s10562-015-1488-5	journal	February 2015
X-ray Photoelectron and Absorption Spectroscopy of Metal-Rich Phosphides M ₂ P and M ₃ P ( M = Cr−Ni) Blanchard, Peter E. R.; Grosvenor, Andrew P.; Cavell, Ronald G. Chemistry of Materials, Vol. 20, Issue 22 https://doi.org/10.1021/cm802123a	journal	November 2008
Oxidation states and ionicity Walsh, Aron; Sokol, Alexey A.; Buckeridge, John Nature Materials, Vol. 17, Issue 11 https://doi.org/10.1038/s41563-018-0165-7	journal	October 2018
Effects of Cu–Ni Bimetallic Catalyst Composition and Support on Activity, Selectivity, and Stability for Furfural Conversion to 2-Methyfuran Seemala, Bhogeswararao; Cai, Charles M.; Kumar, Rajeev ACS Sustainable Chemistry & Engineering, Vol. 6, Issue 2 https://doi.org/10.1021/acssuschemeng.7b03572	journal	December 2017
Carbon monoxide adsorption and hydrogen-oxygen titration on Ru/Al2O3 Corro, G.; Gómez, R. Reaction Kinetics and Catalysis Letters, Vol. 12, Issue 2 https://doi.org/10.1007/BF02071902	journal	June 1979
DFT Study of Furfural Conversion to Furan, Furfuryl Alcohol, and 2-Methylfuran on Pd(111) Vorotnikov, Vassili; Mpourmpakis, Giannis; Vlachos, Dionisios G. ACS Catalysis, Vol. 2, Issue 12 https://doi.org/10.1021/cs300395a	journal	October 2012
Furfural: A Promising Platform Compound for Sustainable Production of C ₄ and C ₅ Chemicals Li, Xiaodan; Jia, Pei; Wang, Tiefeng ACS Catalysis, Vol. 6, Issue 11 https://doi.org/10.1021/acscatal.6b01838	journal	October 2016
A Facile Molecular Precursor Route to Metal Phosphide Nanoparticles and Their Evaluation as Hydrodeoxygenation Catalysts Habas, Susan E.; Baddour, Frederick G.; Ruddy, Daniel A. Chemistry of Materials, Vol. 27, Issue 22, p. 7580-7592 https://doi.org/10.1021/acs.chemmater.5b02140	journal	November 2015
Efficiency of ab-initio total energy calculations for metals and semiconductors using a plane-wave basis set Kresse, G.; Furthmüller, J. Computational Materials Science, Vol. 6, Issue 1, p. 15-50 https://doi.org/10.1016/0927-0256(96)00008-0	journal	July 1996
Periodic Trends from Metal Substitution in Bimetallic Mo-Based Phosphides for Hydrodeoxygenation and Hydrogenation Reactions Bonita, Yolanda; Hicks, Jason C. The Journal of Physical Chemistry C, Vol. 122, Issue 25 https://doi.org/10.1021/acs.jpcc.7b09363	journal	December 2017
Ring‐Opening Reaction of Furfural and Tetrahydrofurfuryl Alcohol on Hydrogen‐Predosed Iridium(1 1 1) and Cobalt/Iridium(1 1 1) Surfaces Wan, Weiming; Jenness, Glen R.; Xiong, Ke ChemCatChem, Vol. 9, Issue 9 https://doi.org/10.1002/cctc.201601646	journal	March 2017
The Preparation of Copper-Chromium Oxide Catalysts for Hydrogenation Connor, Ralph.; Folkers, Karl.; Adkins, Homer. Journal of the American Chemical Society, Vol. 53, Issue 5 https://doi.org/10.1021/ja01356a511	journal	May 1931
Preparation of Unsupported NiMoP Catalysts for 4,6-Dimethyldibenzothiophene Hydrodesulfurization Wang, Rui; Smith, Kevin J. Catalysis Letters, Vol. 144, Issue 9 https://doi.org/10.1007/s10562-014-1290-9	journal	June 2014
Effects of van der Waals density functional corrections on trends in furfural adsorption and hydrogenation on close-packed transition metal surfaces Liu, Bin; Cheng, Lei; Curtiss, Larry Surface Science, Vol. 622 https://doi.org/10.1016/j.susc.2013.12.001	journal	April 2014
The metal-surface selection rule for infrared spectra of molecules adsorbed on small metal particles Greenler, Robert G.; Snider, D. R.; Witt, Donald Surface Science, Vol. 118, Issue 3 https://doi.org/10.1016/0039-6028(82)90197-2	journal	June 1982
Many-electron singularity in X-ray photoemission and X-ray line spectra from metals Doniach, S.; Sunjic, M. Journal of Physics C: Solid State Physics, Vol. 3, Issue 2 https://doi.org/10.1088/0022-3719/3/2/010	journal	February 1970
Efficient iterative schemes for ab initio total-energy calculations using a plane-wave basis set Kresse, G.; Furthmüller, J. Physical Review B, Vol. 54, Issue 16, p. 11169-11186 https://doi.org/10.1103/PhysRevB.54.11169	journal	October 1996
Hydrogen solubility in furfural and 2-propanol: Experiments and modeling Jaatinen, Salla; Touronen, Jouni; Karinen, Reetta The Journal of Chemical Thermodynamics, Vol. 112 https://doi.org/10.1016/j.jct.2017.04.004	journal	September 2017
Perspective: Fifty years of density-functional theory in chemical physics Becke, Axel D. The Journal of Chemical Physics, Vol. 140, Issue 18 https://doi.org/10.1063/1.4869598	journal	May 2014
Examination of the Bonding in Binary Transition-Metal Monophosphides MP (M = Cr, Mn, Fe, Co) by X-Ray Photoelectron Spectroscopy Grosvenor, Andrew P.; Wik, Stephen D.; Cavell, Ronald G. Inorganic Chemistry, Vol. 44, Issue 24 https://doi.org/10.1021/ic051004d	journal	November 2005
Conversion of furfural and 2-methylpentanal on Pd/SiO2 and Pd–Cu/SiO2 catalysts Sitthisa, Surapas; Pham, Trung; Prasomsri, Teerawit Journal of Catalysis, Vol. 280, Issue 1 https://doi.org/10.1016/j.jcat.2011.02.006	journal	May 2011
Brønsted–Evans–Polanyi and Transition State Scaling Relations of Furan Derivatives on Pd(111) and Their Relation to Those of Small Molecules Wang, Shengguang; Vorotnikov, Vassili; Sutton, Jonathan E. ACS Catalysis, Vol. 4, Issue 2 https://doi.org/10.1021/cs400942u	journal	December 2013
Electron Counting in Solids: Oxidation States, Partial Charges, and Ionicity Walsh, Aron; Sokol, Alexey A.; Buckeridge, John The Journal of Physical Chemistry Letters, Vol. 8, Issue 9 https://doi.org/10.1021/acs.jpclett.7b00809	journal	April 2017
Ab initio molecular-dynamics simulation of the liquid-metal–amorphous-semiconductor transition in germanium Kresse, G.; Hafner, J. Physical Review B, Vol. 49, Issue 20, p. 14251-14269 https://doi.org/10.1103/PhysRevB.49.14251	journal	May 1994
Nickel Phosphide/Silica Catalysts for the Gas-Phase Hydrogenation of Furfural to High-Added-Value Chemicals Jiménez-Gómez, Carmen P.; Cecilia, Juan A.; Moreno-Tost, Ramón ChemCatChem, Vol. 9, Issue 14 https://doi.org/10.1002/cctc.201700312	journal	June 2017
Liquid phase catalytic transfer hydrogenation of furfural over a Ru/C catalyst Panagiotopoulou, Paraskevi; Vlachos, Dionisios G. Applied Catalysis A: General, Vol. 480 https://doi.org/10.1016/j.apcata.2014.04.018	journal	June 2014
Infrared Study of Adsorbed Molecules on Metal Surfaces by Reflection Techniques Greenler, Robert G. The Journal of Chemical Physics, Vol. 44, Issue 1 https://doi.org/10.1063/1.1726462	journal	January 1966
Decarbonylation and hydrogenation reaction of furfural on Pd/Cu(111) surface Qian, Meng-dan; Xue, Ji-long; Xia, Sheng-jie Journal of Fuel Chemistry and Technology, Vol. 45, Issue 1 https://doi.org/10.1016/S1872-5813(17)30008-7	journal	January 2017
Catalytic Hydrogen Transfer and Decarbonylation of Aromatic Aldehydes on Ru and Ru Phosphide Model Catalysts Sampath, Abinaya; Chang, SiWei A.; Flaherty, David W. The Journal of Physical Chemistry C, Vol. 122, Issue 41 https://doi.org/10.1021/acs.jpcc.8b07920	journal	June 2018
Mechanistic insights into the structure-dependent selectivity of catalytic furfural conversion on platinum catalysts Cai, Qiu-Xia; Wang, Jian-Guo; Wang, Yang-Gang AIChE Journal, Vol. 61, Issue 11 https://doi.org/10.1002/aic.14902	journal	June 2015
Iron-Promotion of Silica-Supported Copper Catalysts for Furfural Hydrodeoxygenation Sheng, Huibo; Lobo, Raul F. ChemCatChem, Vol. 8, Issue 21 https://doi.org/10.1002/cctc.201600540	journal	September 2016
Improved grid-based algorithm for Bader charge allocation Sanville, Edward; Kenny, Steven D.; Smith, Roger Journal of Computational Chemistry, Vol. 28, Issue 5 https://doi.org/10.1002/jcc.20575	journal	January 2007
Hydrogenation of furfural over copper-containing catalysts Seo, G. Journal of Catalysis, Vol. 67, Issue 2 https://doi.org/10.1016/0021-9517(81)90302-X	journal	February 1981
Furfural: a renewable and versatile platform molecule for the synthesis of chemicals and fuels Mariscal, R.; Maireles-Torres, P.; Ojeda, M. Energy & Environmental Science, Vol. 9, Issue 4 https://doi.org/10.1039/C5EE02666K	journal	January 2016
Directing reaction pathways by catalyst active-site selection using self-assembled monolayers Pang, Simon H.; Schoenbaum, Carolyn A.; Schwartz, Daniel K. Nature Communications, Vol. 4, Issue 1 https://doi.org/10.1038/ncomms3448	journal	September 2013
Investigating the multifunctional nature of bimetallic FeMoP catalysts using dehydration and hydrogenolysis reactions Rensel, Dallas J.; Kim, Jongsik; Bonita, Yolanda Applied Catalysis A: General, Vol. 524 https://doi.org/10.1016/j.apcata.2016.06.011	journal	August 2016
Ab Initio Calculation of Vibrational Absorption and Circular Dichroism Spectra Using Density Functional Force Fields Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F. The Journal of Physical Chemistry, Vol. 98, Issue 45, p. 11623-11627 https://doi.org/10.1021/j100096a001	journal	November 1994
The effect of oxide acidity on HMF etherification Luo, Jing; Yu, Jingye; Gorte, Raymond J. Catal. Sci. Technol., Vol. 4, Issue 9 https://doi.org/10.1039/C4CY00563E	journal	January 2014
Kinetics of Liquid-Phase Hydrogenation of Furfuryl Alcohol to Tetrahydrofurfuryl Alcohol over a Ru/TiO ₂ Catalyst Tike, Manoj A.; Mahajani, Vijaykumar V. Industrial & Engineering Chemistry Research, Vol. 46, Issue 10 https://doi.org/10.1021/ie061137m	journal	May 2007
VMD: Visual molecular dynamics Humphrey, William; Dalke, Andrew; Schulten, Klaus Journal of Molecular Graphics, Vol. 14, Issue 1 https://doi.org/10.1016/0263-7855(96)00018-5	journal	February 1996
Formation, Structure, and HDN Activity of Unsupported Molybdenum Phosphide Stinner, C.; Prins, R.; Weber, Th. Journal of Catalysis, Vol. 191, Issue 2 https://doi.org/10.1006/jcat.1999.2808	journal	April 2000
Phosphorus 2p electron binding energies. Correlation with extended Hueckel charges Pelavin, M.; Hendrickson, D. N.; Hollander, J. M. The Journal of Physical Chemistry, Vol. 74, Issue 5 https://doi.org/10.1021/j100700a027	journal	March 1970
Stabilization of Copper Catalysts for Liquid-Phase Reactions by Atomic Layer Deposition O'Neill, Brandon J.; Jackson, David H. K.; Crisci, Anthony J. Angewandte Chemie, Vol. 125, Issue 51 https://doi.org/10.1002/ange.201308245	journal	November 2013
Examination of the Bonding in Binary Transition-Metal Monophosphides MP (M: Cr, Mn, Fe, Co) by X-Ray Photoelectron Spectroscopy. Grosvenor, Andrew P.; Wik, Stephen D.; Cavell, Ronald G. ChemInform, Vol. 37, Issue 6 https://doi.org/10.1002/chin.200606011	journal	February 2006
The metal-surface selection rule for infrared spectra of molecules adsorbed on small metal particles Greenler, RobertG.; Snider, D. R.; Witt, Donald Surface Science Letters, Vol. 118, Issue 3 https://doi.org/10.1016/0167-2584(82)90099-8	journal	June 1982
The Preparation of Copper-Chromium Oxide Catalysts for Hydrogenation Connor, Ralph; Folkers, Karl; Adkins, Homer Journal of the American Chemical Society, Vol. 54, Issue 3 https://doi.org/10.1021/ja01342a042	journal	March 1932
Reducing Dzyaloshinskii-Moriya interaction and field-free spin-orbit torque switching in synthetic antiferromagnets Chen, Ruyi; Cui, Qirui; Liao, Liyang Nature Communications, Vol. 12, Issue 1 https://doi.org/10.1038/s41467-021-23414-3	journal	May 2021
High-resolution X-ray luminescence extension imaging Ou, Xiangyu; Qin, Xian; Huang, Bolong Nature, Vol. 590, Issue 7846 https://doi.org/10.1038/s41586-021-03251-6	journal	February 2021
Electronic structure of AlFeN films exhibiting crystallographic orientation change from c- to a-axis with Fe concentrations and annealing effect Tatemizo, Nobuyuki; Imada, Saki; Okahara, Kizuna Scientific Reports, Vol. 10, Issue 1 https://doi.org/10.1038/s41598-020-58835-5	journal	February 2020
Lead palladium titanate: A room temperature nanoscale multiferroic thin film Mishra, K. K.; Instan, Alvaro A.; Kumari, Shalini Scientific Reports, Vol. 10, Issue 1 https://doi.org/10.1038/s41598-020-59961-w	journal	February 2020
Van der Waals density functionals applied to solids Klimeš, Jiří; Bowler, David R.; Michaelides, Angelos arXiv https://doi.org/10.48550/arxiv.1102.1358	text	January 2011
Electron counting in solids: oxidation states, partial charges and ionicity Walsh, Aron; Sokol, Alexey A.; Buckeridge, John arXiv https://doi.org/10.48550/arxiv.1704.05140	text	January 2017

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