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Journal articles on the topic 'Alkene hydrogenation'

Author: Grafiati

Published: 4 June 2021

Last updated: 6 February 2022

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1

Supramono, Dijan, Justin Edgar, Setiadi, and Mohammad Nasikin. "Hydrogenation of non-polar Fraction of Bio-oil from Co-pyrolysis of Corn Cobs and Polypropylene for Bio-diesel Production." E3S Web of Conferences 67 (2018): 02030. http://dx.doi.org/10.1051/e3sconf/20186702030.

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Bio-diesel was synthesized by hydrogenating the non-polar fraction of the bio-oil produced from the co-pyrolysis between corncobs and polypropylene. Co-pyrolysis of corn cobs and polypropylene was conducted in a stirred tank reactor at heating rate of 5°C/min and maximum temperature of 500°C to attain synergetic effect in non-polar fraction yield where polypropylene served as a hydrogen donor and oxygen sequester so that the oxygenate content in the biofuel product reduced. Stirred tank reactor configuration allowed phase separation between non-polar and polar (oxygenate) compounds in the bio-oil. Hydrogenation reaction of the separated non-polar phase, which contained alkenes, was carried out in a pressured stirred tank reactor using a NiMo/C catalyst in order to reduce the alkene content in the bio-oil. The aim of the present work is to reduce the alkene content in the separated non-polar fraction of bio-oil by catalytic hydrogenation to obtain biofuel with low alkene content and viscosity approaching to that of diesel fuel. To quantify effect of the pressure on the alkene composition, the experiment was done at H2 initial pressures of 4, 7, 10, and 13 bar and at corresponding saturation temperatures of octane. The biofuel products were characterized using GC-MS, LC-MS, FTIR spectroscopy, H-NMR, Higher heating values (HHV) and viscometer for comparison with those of commercial diesel fuel. Analysis of the lower molecular weight fractions of biofuels by GC-MS found that the hydrogenation reactor at pressures at 4 and 7 bar produced biofuels with predominant hydrocarbon contents of cycloalkanes and alkanes, while that at 10 and 13 bar produced biofuels with predominant contents of alkanes and alkenes. In comparison, diesel fuel contains mostly alkanes and aromatics. However, analysis over the whole content of bio-oil by H-NMR found that different pressures of reactor hydrogenation did not reduce alkene compositions in biofuels appreciably from alkene composition in bio-oil feed. In comparison, diesel fuel contained mostly alkanes with aromatic composition about 4% and no alkene content. Various data suggest that alkene content in the biofuels be reduced to approach their viscosity to that of diesel fuel. Modification of the hydrogenation reactor is required by improving convective momentum of hydrogen gas into the bio-oil to enhance contact of solid catalyst, hydrogen gas and bio-oil.

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2

Carrara, Nicolás, Carolina Betti, Fernando Coloma-Pascual, María Cristina Almansa, Laura Gutierrez, Cristian Miranda, Mónica E. Quiroga, and Cecilia R. Lederhos. "High-Active Metallic-Activated Carbon Catalysts for Selective Hydrogenation." International Journal of Chemical Engineering 2018 (July 5, 2018): 1–11. http://dx.doi.org/10.1155/2018/4307308.

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A series of low-loaded metallic-activated carbon catalysts were evaluated during the selective hydrogenation of a medium-chain alkyne under mild conditions. The catalysts and support were characterized by ICP, hydrogen chemisorption, Raman spectroscopy, temperature-programmed desorption (TPD), temperature-programmed reduction (TPR), X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FTIR micro-ATR), transmission electronic microscopy (TEM), and X-ray photoelectronic spectroscopy (XPS). When studying the effect of the metallic phase, the catalysts were active and selective to the alkene synthesis. NiCl/C was the most active and selective catalytic system. Besides, when the precursor salt was evaluated, PdN/C was more active and selective than PdCl/C. Meanwhile, alkyne is present in the reaction media, and geometrical and electronic effects favor alkene desorption and so avoid their overhydrogenation to the alkane. Under mild conditions, nickel catalysts are considerably more active and selective than the Lindlar catalyst.

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3

Levine, Daniel S., T. Don Tilley, and Richard A. Andersen. "Efficient and selective catalysis for hydrogenation and hydrosilation of alkenes and alkynes with PNP complexes of scandium and yttrium." Chem. Commun. 53, no. 87 (2017): 11881–84. http://dx.doi.org/10.1039/c7cc06417a.

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Scandium and yttrium congeneric complexes, supported by a monoanionic PNP ligand, were studied as catalysts for alkene hydrogenation and hydrosilation and alkyne semihydrogenation and semihydrosilation.

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4

Dobrovolná, Zuzana, and Libor Červený. "Competitive Hydrogenation of Unsaturated Hydrocarbons by Hydrogen Transfer from Ammonium Formateon a Palladium Catalyst." Collection of Czechoslovak Chemical Communications 62, no. 9 (1997): 1497–502. http://dx.doi.org/10.1135/cccc19971497.

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Competitive hydrogenation of alkenes (cyclohexene, hex-1-ene, hept-1-ene, oct-1-ene) and dienes (octa-1,7-diene, cyclohexa-1,3-diene) was carried out by catalytic hydrogen transfer from ammonium formate on palladium in methanol. The adsorptivity and reactivity of the hydrocarbons decreased in the series: cyclic diene > linear diene > linear 1-alkene > cyclic alkene.

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5

Schmalz, Hans-Günther, and Friederike Ratsch. "An Atom-Economic and Stereospecific Access to Trisubstituted Olefins through Enyne Cross Metathesis Followed by 1,4-Hydrogenation." Synlett 29, no. 06 (January 15, 2018): 785–92. http://dx.doi.org/10.1055/s-0036-1591528.

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The combination of intermolecular enyne cross metathesis and subsequent 1,4-hydrogenation opens a stereocontrolled and atom-economic access to trisubstituted olefins. By investigating different combinations of functionalized alkyne and alkene substrates, we found that the outcome (yield, E/Z ratio) of the Grubbs II-catalyzed enyne cross-metathesis step depends on the substrate’s structure, the amount of the alkene (used in excess), and the (optional) presence of ethylene. In any case, the 1,4-hydrogenation, catalyzed by 1,2-dimethoxybenzene-Cr(CO)3, proceeds stereospecifically to yield exclusively the E-products from both the E- and Z-1,3-diene intermediates obtained by metathesis. A rather broad scope and functional group compatibility of the method is demonstrated by means of 15 examples.

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6

Ma, Xiaoshen, and Seth B. Herzon. "Non-classical selectivities in the reduction of alkenes by cobalt-mediated hydrogen atom transfer." Chemical Science 6, no. 11 (2015): 6250–55. http://dx.doi.org/10.1039/c5sc02476e.

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It is shown that the reduction of alkenes by hydrogen atom transfer provides selectivities that are distinct from classical hydrogenation catalysts. The first alkene hydrobromination, hydroiodination, and hydroselenylation reactions that proceed by hydrogen atom transfer processes are also reported.

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7

Hänninen, Mikko M., Matthew T. Zamora, Connor S. MacNeil, Jackson P. Knott, and Paul G. Hayes. "Elucidation of the resting state of a rhodium NNN-pincer hydrogenation catalyst that features a remarkably upfield hydride 1H NMR chemical shift." Chemical Communications 52, no. 3 (2016): 586–89. http://dx.doi.org/10.1039/c5cc08348f.

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Rhodium(i) alkene complexes of an NNN-pincer ligand catalyze the hydrogenation of alkenes. The terminal or resting state of the catalyst, which exhibits an unusually upfield Rh–hydride ¹H NMR chemical shift, has been identified.

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8

Takahashi, Tamotsu, Noriyuki Suzuki, Motohiro Kageyama, Yu Nitto, Masahiko Sabur, and Ei-ichi Negishi. "Catalytic Hydrogenation of Alkenes Using Zirconocene–Alkene Complexes." Chemistry Letters 20, no. 9 (September 1991): 1579–82. http://dx.doi.org/10.1246/cl.1991.1579.

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9

Büschelberger, Philipp, Dominik Gärtner, Efrain Reyes-Rodriguez, Friedrich Kreyenschmidt, Konrad Koszinowski, Axel Jacobi von Wangelin, and Robert Wolf. "Alkene Metalates as Hydrogenation Catalysts." Chemistry - A European Journal 23, no. 13 (February 6, 2017): 3139–51. http://dx.doi.org/10.1002/chem.201605222.

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10

Pei, Yuchen, Minda Chen, Xiaoliang Zhong, Tommy Yunpu Zhao, Maria-Jose Ferrer, Raghu V. Maligal-Ganesh, Tao Ma, et al. "Pairwise semi-hydrogenation of alkyne to cis-alkene on platinum-tin intermetallic compounds." Nanoscale 12, no. 15 (2020): 8519–24. http://dx.doi.org/10.1039/d0nr00920b.

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11

Campos, Cristian H., Julio B. Belmar, Solange E. Jeria, Bruno F. Urbano, Cecilia C. Torres, and Joel B. Alderete. "Rhodium(i) diphenylphosphine complexes supported on porous organic polymers as efficient and recyclable catalysts for alkene hydrogenation." RSC Advances 7, no. 6 (2017): 3398–407. http://dx.doi.org/10.1039/c6ra26104c.

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12

Tobita, Hiromi, Nobukazu Yamahira, Keisuke Ohta, Takashi Komuro, and Masaaki Okazaki. "New hydrosilylation reaction of arylacetylene accompanied by C-H bond activation catalyzed by a xantsil ruthenium complex." Pure and Applied Chemistry 80, no. 5 (January 1, 2008): 1155–60. http://dx.doi.org/10.1351/pac200880051155.

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A new type of catalytic hydrosilylation of arylalkynes was induced by a 16-electron ruthenium bis(silyl) phosphine complex, resulting in ortho-silylation of the aryl group as well as a hydrogenation of the alkyne CC bond to give an (E)-form of alkene selectively. On the other hand, the same reaction using a related bis(silyl) complex having an η6-toluene ligand instead of the phosphine ligand as a catalyst led to a normal hydrosilylation reaction to afford silylalkene.

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13

Zhu, Jie S., and Young-Seok Shon. "Mechanistic interpretation of selective catalytic hydrogenation and isomerization of alkenes and dienes by ligand deactivated Pd nanoparticles." Nanoscale 7, no. 42 (2015): 17786–90. http://dx.doi.org/10.1039/c5nr05090a.

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14

Zhang, Guoqi, Zhiwei Yin, and Jiawen Tan. "Cobalt(ii)-catalysed transfer hydrogenation of olefins." RSC Advances 6, no. 27 (2016): 22419–23. http://dx.doi.org/10.1039/c6ra02021f.

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Catalytic transfer hydrogenation of olefins is achieved by an earth-abundant metal cobalt catalyst. A range of alkene substrates including those with functional groups have been hydrogenated in high yields.

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15

Atashi, Hossein, Mehdi Shiva, Farshad Farshchi Tabrizi, and Ali Akbar Mirzaei. "Study of Syngas Conversion to Light Olefins by Response Surface Methodology." Journal of Chemistry 2013 (2013): 1–12. http://dx.doi.org/10.1155/2013/945735.

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The effect of adding MgO to a precipitated iron-cobalt-manganese based Fischer-Tropsch synthesis (FTS) catalyst was investigated via response surface methodology. The catalytic performance of the catalysts was examined in a fixed bed microreactor at a total pressure of 1–7 bar, temperature of 280–380°C, MgO content of 5–25% and using a syngas having a H2to CO ratio equal to 2.The dependence of the activity and product distribution on MgO content, temperature, and pressure was successfully correlated via full quadratic second-order polynomial equations. The statistical analysis and response surface demonstrations indicated that MgO significantly influences the CO conversion and chain growth probability as well as ethane, propane, propylene, butylene selectivity, and alkene/alkane ratio. A strong interaction between variables was also evidenced in some cases. The decreasing effect of pressure on alkene to alkane ratio is investigated through olefin readsorption effects and CO hydrogenation kinetics. Finally, a multiobjective optimization procedure was employed to calculate the best amount of MgO content in different reactor conditions.

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16

Morello, Glenn R., Hongyu Zhong, Paul J. Chirik, and Kathrin H. Hopmann. "Cobalt-catalysed alkene hydrogenation: a metallacycle can explain the hydroxyl activating effect and the diastereoselectivity." Chemical Science 9, no. 22 (2018): 4977–82. http://dx.doi.org/10.1039/c8sc01315b.

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17

Malan, Frederick P., Eric Singleton, Petrus H. van Rooyen, and Marilé Landman. "Tandem transfer hydrogenation–epoxidation of ketone substrates catalysed by alkene-tethered Ru(ii)–NHC complexes." New Journal of Chemistry 43, no. 22 (2019): 8472–81. http://dx.doi.org/10.1039/c9nj01220f.

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18

Shi, Xianghui, Cuiping Hou, Lanxiao Zhao, Peng Deng, and Jianhua Cheng. "Mononuclear calcium complex as effective catalyst for alkenes hydrogenation." Chemical Communications 56, no. 38 (2020): 5162–65. http://dx.doi.org/10.1039/d0cc01745k.

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Mononuclear calcium unsubstituted alkyl complex [(Tp^Ad,iPr)Ca{(CH₂)₄Ph}(THP)], proposed as the catalytic alkene hydrogenation intermediate, was isolated for the first time.

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19

Luaces, Susana, Ramón Macías, María José Artigas, Fernando J. Lahoz, and Luis A. Oro. "Rhodathiaborane reaction cycles driven by C2H4 and H2: synthesis and characterization of [(H)2(PPh3)RhSB8H7(PPh3)] and [(η2-C2H4)(PPh3)RhSB8H7(PPh3)]." Dalton Transactions 44, no. 11 (2015): 5041–44. http://dx.doi.org/10.1039/c4dt03677h.

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20

Liu, Xiaoqin, Ting Liu, Wei Meng, and Haifeng Du. "Asymmetric hydrogenation of imines with chiral alkene-derived boron Lewis acids." Organic & Biomolecular Chemistry 16, no. 45 (2018): 8686–89. http://dx.doi.org/10.1039/c8ob02446d.

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21

van der Puyl, Vincent, Ruairi O. McCourt, and Ryan A. Shenvi. "Cobalt-catalyzed alkene hydrogenation by reductive turnover." Tetrahedron Letters 72 (May 2021): 153047. http://dx.doi.org/10.1016/j.tetlet.2021.153047.

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22

Mondal, John, Kim Truc Nguyen, Avijit Jana, Karina Kurniawan, Parijat Borah, Yanli Zhao, and Asim Bhaumik. "Efficient alkene hydrogenation over a magnetically recoverable and recyclable Fe3O4@GO nanocatalyst using hydrazine hydrate as the hydrogen source." Chem. Commun. 50, no. 81 (2014): 12095–97. http://dx.doi.org/10.1039/c4cc04770b.

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23

Simlandy, Amit Kumar, Stephen R. Sardini, and M. Kevin Brown. "Construction of congested Csp3–Csp3 bonds by a formal Ni-catalyzed alkylboration." Chemical Science 12, no. 15 (2021): 5517–21. http://dx.doi.org/10.1039/d1sc00900a.

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24

Mashkovsky, Igor, Pavel Markov, Galina Bragina, Galina Baeva, Alexander Rassolov, Ilya Yakushev, Michael Vargaftik, and Alexander Stakheev. "Highly-Ordered PdIn Intermetallic Nanostructures Obtained from Heterobimetallic Acetate Complex: Formation and Catalytic Properties in Diphenylacetylene Hydrogenation." Nanomaterials 8, no. 10 (September 28, 2018): 769. http://dx.doi.org/10.3390/nano8100769.

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Formation of PdIn intermetallic nanoparticles supported on α-Al2O3 was investigated by X-ray powder diffraction (XRD), transmission electron microscopy (TEM), and hydrogen temperature-programmed desorption (H2-TPD) methods. The metals were loaded as heterobimetallic Pd(μ-O2CMe)4In(O2CMe) complex to ensure intimate contact between Pd and In. Reduction in H2 at 200 °C resulted in Pd-rich PdIn alloy as evidenced by XRD and the disappearance of Pd hydride. A minor amount of Pd1In1 intermetallic phase appeared after reduction at 200 °C and its formation was accomplished at 400 °C. Neither monometallic Pd or in nor other intermetallic structures were found after reduction at 400–600 °C. Catalytic performance of Pd1In1/α-Al2O3 was studied in the selective liquid-phase diphenylacetylene (DPA) hydrogenation. It was found that the reaction rate of undesired alkene hydrogenation is strongly reduced on Pd1In1 nanoparticles enabling effective kinetic control of the hydrogenation, and the catalyst demonstrated excellent selectivity to alkene.

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25

Abiraj, Keelara, Gejjalagere R. Srinivasa, and D. Channe Gowda. "Palladium-catalyzed simple and efficient hydrogenative cleavage of azo compounds using recyclable polymer-supported formate." Canadian Journal of Chemistry 83, no. 5 (May 1, 2005): 517–20. http://dx.doi.org/10.1139/v05-071.

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Palladium-catalyzed room temperature transfer hydrogenation of azo compounds using recyclable polymer-supported formate as the hydrogen donor produces corresponding amine(s) in excellent yields (88%98%). This method was found to be highly facile with selectivity over a number of other functional groups such as halogen, alkene, nitrile, carbonyl, amide, methoxy, and hydroxyl.Key words: azo compounds, catalytic transfer hydrogenation, polymer-supported formate, 10% Pd-C, amines.

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26

Tumer, F., Y. Taskesenligil, A. Dastan, and M. Balci. "Attempted Synthesis of a Highly Strained Bicyclic Alkyne: Reaction of 8-Chloro-6,9-Dihydro-5,9-Methano-5h-Benzocycloheptene With Potassium T-Butoxide and an Anomalous Substitution Reaction at a Vinyl System." Australian Journal of Chemistry 49, no. 5 (1996): 599. http://dx.doi.org/10.1071/ch9960599.

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Treatment of alkene (9) with N- bromosuccinimide gave a mixture of monobromides [(10) and (11)] which were hydrolysed to the corresponding exo alcohol (13). Oxidation of (13) and subsequent hydrogenation of unsaturated ketone (14) afforded the ketone (15). Ketone (15) was treated with PCl5, followed by potassium t- butoxide to give chloro alkene (8b). Reaction of (8b) with potassium t- butoxide resulted in the formation of unexpected allyl ether (18) whose formation mechanism has already been discussed.

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27

Kou, K. G. M., and V. M. Dong. "Tandem rhodium catalysis: exploiting sulfoxides for asymmetric transition-metal catalysis." Organic & Biomolecular Chemistry 13, no. 21 (2015): 5844–47. http://dx.doi.org/10.1039/c5ob00083a.

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Sulfoxides are uncommon substrates for transition-metal catalysis due to their propensity to inhibit catalyst turnover. We have developed the first DKR of racemic allylic sulfoxides where rhodium catalyzed both sulfoxide epimerization and alkene hydrogenation.

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28

Phua, Pim-Huat, Laurent Lefort, Jeroen A. F. Boogers, Mar Tristany, and Johannes G. de Vries. "Soluble iron nanoparticles as cheap and environmentally benign alkene and alkyne hydrogenation catalysts." Chemical Communications, no. 25 (2009): 3747. http://dx.doi.org/10.1039/b820048c.

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29

Bauer, Heiko, Katharina Thum, Mercedes Alonso, Christian Fischer, and Sjoerd Harder. "Alkene Transfer Hydrogenation with Alkaline‐Earth Metal Catalysts." Angewandte Chemie International Edition 58, no. 13 (March 22, 2019): 4248–53. http://dx.doi.org/10.1002/anie.201813910.

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30

Bauer, Heiko, Katharina Thum, Mercedes Alonso, Christian Fischer, and Sjoerd Harder. "Alkene Transfer Hydrogenation with Alkaline‐Earth Metal Catalysts." Angewandte Chemie 131, no. 13 (February 25, 2019): 4292–97. http://dx.doi.org/10.1002/ange.201813910.

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31

Joanna Niziol and Tomasz Ruman. "Exceptionally Selective Catalytic Hydrogenation of Alkene with Pinacolborane." Letters in Organic Chemistry 9, no. 4 (April 24, 2012): 257–62. http://dx.doi.org/10.2174/157017812800233723.

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32

Dogra, Ashima, Ilaria Barlocco, Amritpal Singh, Ferenc Somodi, Alberto Villa, and Neeraj Gupta. "Metal free alkene hydrogenation by B-doped graphitic carbon nitride." Catalysis Science & Technology 10, no. 9 (2020): 3024–28. http://dx.doi.org/10.1039/d0cy00488j.

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33

Vilé, Gianvito, and Javier Pérez-Ramírez. "Beyond the use of modifiers in selective alkyne hydrogenation: silver and gold nanocatalysts in flow mode for sustainable alkene production." Nanoscale 6, no. 22 (2014): 13476–82. http://dx.doi.org/10.1039/c4nr02777a.

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34

Vasil’ev, Andrei A., Lars Engman, and Edward P. Serebryakov. "Alkene–alkyne metathesis and 1,4-cis-hydrogenation as a route to tetrasubstituted (Z)-olefins." Mendeleev Communications 10, no. 3 (January 2000): 101–2. http://dx.doi.org/10.1070/mc2000v010n03abeh001303.

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35

Mattson, Bruce, Wendy Foster, Jaclyn Greimann, Trisha Hoette, Nhu Le, Anne Mirich, Shanna Wankum, Ann Cabri, Claire Reichenbacher, and Erika Schwanke. "Heterogeneous Catalysis: The Horiuti–Polanyi Mechanism and Alkene Hydrogenation." Journal of Chemical Education 90, no. 5 (May 3, 2013): 613–19. http://dx.doi.org/10.1021/ed300437k.

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36

Bauer, Heiko, Mercedes Alonso, Christian Fischer, Bastian Rösch, Holger Elsen, and Sjoerd Harder. "Simple Alkaline‐Earth Metal Catalysts for Effective Alkene Hydrogenation." Angewandte Chemie 130, no. 46 (October 15, 2018): 15397–402. http://dx.doi.org/10.1002/ange.201810026.

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37

Bauer, Heiko, Mercedes Alonso, Christian Fischer, Bastian Rösch, Holger Elsen, and Sjoerd Harder. "Simple Alkaline‐Earth Metal Catalysts for Effective Alkene Hydrogenation." Angewandte Chemie International Edition 57, no. 46 (November 12, 2018): 15177–82. http://dx.doi.org/10.1002/anie.201810026.

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38

Greiner, Lasse, and Michel Brik Ternbach. "Kinetic Study of Homogeneous Alkene Hydrogenation by Model Discrimination." Advanced Synthesis & Catalysis 346, no. 11 (September 2004): 1392–96. http://dx.doi.org/10.1002/adsc.200303220.

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39

Bernauer, Josef, Guojiao Wu, and Axel Jacobi von Wangelin. "Iron-catalysed allylation–hydrogenation sequences as masked alkyl–alkyl cross-couplings." RSC Advances 9, no. 54 (2019): 31217–23. http://dx.doi.org/10.1039/c9ra07604b.

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An iron-catalysed allylation of organomagnesium reagents (alkyl, aryl) with simple allyl acetates proceeds under mild conditions (Fe(OAc)₂ or Fe(acac)₂, Et₂O, r.t.) to furnish various alkene and styrene derivatives.

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40

McCue, Alan J., Antonio Guerrero-Ruiz, Carolina Ramirez-Barria, Inmaculada Rodríguez-Ramos, and James A. Anderson. "Selective hydrogenation of mixed alkyne/alkene streams at elevated pressure over a palladium sulfide catalyst." Journal of Catalysis 355 (November 2017): 40–52. http://dx.doi.org/10.1016/j.jcat.2017.09.004.

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41

AUGUSTINE, R. "Details of the alkene hydrogenation mechanism obtained by the hydrogenation of selectively deuterated substrates*1." Journal of Catalysis 97, no. 1 (January 1986): 59–65. http://dx.doi.org/10.1016/0021-9517(86)90037-0.

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42

Oakton, Emma, Gianvito Vilé, Daniel S. Levine, Eva Zocher, David Baudouin, Javier Pérez-Ramírez, and Christophe Copéret. "Silver nanoparticles supported on passivated silica: preparation and catalytic performance in alkyne semi-hydrogenation." Dalton Trans. 43, no. 40 (2014): 15138–42. http://dx.doi.org/10.1039/c4dt01320d.

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When X = SiMe₃, small (2.1 ± 0.5 nm) densely packed silica-supported Ag particles can be prepared, which show an improved catalytic activity (per gram) whilst maintaining high alkene selectivity.

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43

Friedfeld, Max R., Grant W. Margulieux, Brian A. Schaefer, and Paul J. Chirik. "Bis(phosphine)cobalt Dialkyl Complexes for Directed Catalytic Alkene Hydrogenation." Journal of the American Chemical Society 136, no. 38 (September 10, 2014): 13178–81. http://dx.doi.org/10.1021/ja507902z.

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44

Sirasani, Gopal, Liuchuan Tong, and Emily P. Balskus. "A Biocompatible Alkene Hydrogenation Merges Organic Synthesis with Microbial Metabolism." Angewandte Chemie 126, no. 30 (June 10, 2014): 7919–22. http://dx.doi.org/10.1002/ange.201403148.

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45

Sirasani, Gopal, Liuchuan Tong, and Emily P. Balskus. "A Biocompatible Alkene Hydrogenation Merges Organic Synthesis with Microbial Metabolism." Angewandte Chemie International Edition 53, no. 30 (June 10, 2014): 7785–88. http://dx.doi.org/10.1002/anie.201403148.

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46

Hopmann, Kathrin H., Luca Frediani, and Annette Bayer. "Iridium-PHOX-Mediated Alkene Hydrogenation: Isomerization Influences the Stereochemical Outcome." Organometallics 33, no. 11 (May 27, 2014): 2790–97. http://dx.doi.org/10.1021/om5002843.

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47

Akchurin, T. I., N. Z. Baibulatova, S. A. Grabovskii, P. P. Talipova, E. G. Galkin, and V. A. Dokichev. "Alkene hydrogenation over palladium supported on a carbon–silica material." Kinetics and Catalysis 57, no. 5 (September 2016): 586–91. http://dx.doi.org/10.1134/s0023158416050025.

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48

Kramarz, Wanda, and Stefan S. Kurek. "A chromium catalyst derived from triallylchromium active for alkene hydrogenation." Journal of Molecular Catalysis 33, no. 3 (December 1985): 305–10. http://dx.doi.org/10.1016/0304-5102(85)85003-3.

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Kraus, M. "Correlation of rates of alkene hydrogenation catalyzed by rhodium complexes." Journal of Molecular Catalysis 43, no. 1 (November 1987): 27–29. http://dx.doi.org/10.1016/0304-5102(87)87017-7.

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Joo, Jeong Chan, Anna N. Khusnutdinova, Robert Flick, Taeho Kim, Uwe T. Bornscheuer, Alexander F. Yakunin, and Radhakrishnan Mahadevan. "Alkene hydrogenation activity of enoate reductases for an environmentally benign biosynthesis of adipic acid." Chemical Science 8, no. 2 (2017): 1406–13. http://dx.doi.org/10.1039/c6sc02842j.

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