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1

Bamford, Karlee L., Lauren E. Longobardi, Lei Liu, Stefan Grimme, and Douglas W. Stephan. "FLP reduction and hydroboration of phenanthrene o-iminoquinones and α-diimines." Dalton Transactions 46, no. 16 (2017): 5308–19. http://dx.doi.org/10.1039/c7dt01024a.

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Hydrogenation and hydroboration of an N-aryl-phenanthrene-o-iminoquinone and two N,N′-diaryl-phenanthrene α-diimines give a series of derivatives including 1,3,2-oxaza- and diazaboroles and borocyclic radicals.
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2

Baikenov, M. I., D. E. Aitbekova, N. Zh Balpanova, A. Tusipkhan, G. G. Baikenova, Y. A. Aubakirov, A. R. Brodskiy, Fengyun Ма, and D. K. Makenov. "Hydrogenation of polyaromatic compounds over NiCo/chrysotile catalyst." Bulletin of the Karaganda University. "Chemistry" series 103, no. 3 (September 30, 2021): 74–82. http://dx.doi.org/10.31489/2021ch3/74-82.

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The activity and selectivity of the bimetallic NiCo/chrysotile catalyst during the hydrogenation of model objects (anthracene and phenanthrene) for 1 hour at an initial hydrogen pressure of 3 MPa and a temperature of 400 °C were studied. The chrysotile mineral used as a substrate for active centers of nickel and cobalt is a waste product of asbestos production at Kostanay Minerals JSC (the Republic of Kazakhstan). The catalyst was characterized by a complex of methods of physical and chemical analysis. The chrysotile mineral consists of nanotubes with an inner diameter of about 10 nm and an outer diameter of about 60 nm. The amount of hydrogenation products is 61.91 %, destruction — 15.08 % and isomerization — 8.37 % during the hydrogenation of anthracene. The amount of hydrogenation products is 26.09 %, and that of destruction is 2.51 % during the hydrogenation of phenanthrene. It was found that the catalyst selectively accelerates the hydrogenation reaction and allows increasing the yields of hydrogenation products. The schemes of the hydrogenation reaction of model objects were drawn up according to the results of gas chromatography-mass spectrometric analysis of hydrogenates.
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3

Robin, Denis, Michel Comtois, Anna Martel, René Lemieux, Amoy Kam Cheong, Gérard Belot, and Jean Lessard. "The electrocatalytic hydrogenation of fused poly cyclic aromatic compounds at Raney nickel electrodes: the influence of catalyst activation and electrolysis conditions." Canadian Journal of Chemistry 68, no. 7 (July 1, 1990): 1218–27. http://dx.doi.org/10.1139/v90-189.

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The electrocatalytic hydrogenation (ECH) of phenanthrene, anthracene, and naphthalene has been investigated under constant current at Raney nickel electrodes in a mixed aqueous organic medium. The influence of various parameters on the efficiency of the process determined by the current efficiency (a measure of the competition between hydrogenation and hydrogen evolution, the only two electrochemical processes occurring), the extent of hydrogenation (yield of octahydro-derivatives), and the conversion rate was studied with phenanthrene. The best conditions were ethylene glycol or propylene glycol as cosolvent containing between 1.5 to 5% of water, a neutral or slightly acidic medium containing boric acid (0.1 M) as buffer (initial pH of 2.6, final pH of 6.0–6.2), sodium chloride or tetrabutylammonium chloride as supporting electrolyte, a temperature of 80° C, and a current density of 42 to 84 mA/cm2. The most active electrodes (consisting of Raney Ni particles dispersed in a nickel matrix and surrounded by a layer of porous nickel) were obtained by leaching the dispersed alloy particles at 75 °C for 7 h in 30% aqueous sodium hydroxide. The electrohydrogenation stopped at derivatives with a single aromatic ring, namely the octahydrophenanthrenes, octahydroanthracenes, and tetralin. In a non-buffered medium, tetrahydrophenanthrene could be obtained with selectivities of 80% or better. Keywords: electrocatalytic hydrogenation, Raney nickel electrodes, phenanthrene, anthracene, naphthalene.
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4

Yang, Huibin, Yachun Wang, Hongbo Jiang, Huixin Weng, Feng Liu, and Mingfeng Li. "Kinetics of Phenanthrene Hydrogenation System over CoMo/Al2O3 Catalyst." Industrial & Engineering Chemistry Research 53, no. 31 (July 24, 2014): 12264–69. http://dx.doi.org/10.1021/ie501397n.

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5

Aitbekova, D. E., Xintai Su, Fengyung Ma, A. Tusipkhan, and M. I. Baikenov. "Effect of catalytic systems on the hydrogenation of phenanthrene." Bulletin of the Karaganda University. "Chemistry" series 96, no. 4 (December 30, 2019): 77–82. http://dx.doi.org/10.31489/2019ch4/77-82.

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6

Aitbekova, D. E., Ma Feng Yun, M. G. Meiramov, G. G. Baikenova, F. E. Kumakov, A. Tusipkhan, S. K. Mukhametzhanova, and M. I. Baikenov. "Catalytic Hydrogenation of a Model Mixture of Anthracene and Phenanthrene." Solid Fuel Chemistry 53, no. 4 (July 2019): 230–38. http://dx.doi.org/10.3103/s0361521919040025.

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7

Chapuzet, JM, B. Mahdavi, and J. Lessard. "The electrocatalytic hydrogenation of phenanthrene at modified Raney nickel electrodes." Journal de Chimie Physique 93 (1996): 1252–61. http://dx.doi.org/10.1051/jcp/1996931252.

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8

Zhang, Dexiang, Jing Zhao, Yuanyuan Zhang, and Xilan Lu. "Catalytic hydrogenation of phenanthrene over NiMo/Al2O3 catalysts as hydrogen storage intermediate." International Journal of Hydrogen Energy 41, no. 27 (July 2016): 11675–81. http://dx.doi.org/10.1016/j.ijhydene.2015.11.173.

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9

BAIKENOV, M. I., V. A. KHRUPOV, M. G. MEIRAMOV, B. T. ERMAGAMBETOV, A. YA CHEN, S. D. PIROZHKOV, and A. L. LAPIDUS. "ChemInform Abstract: Catalytic Hydrogenation of Phenanthrene in a System Carbon Monoxide- Water." ChemInform 23, no. 50 (September 1, 2010): no. http://dx.doi.org/10.1002/chin.199250110.

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10

Lee, Chung M., and Charles N. Satterfield. "Effect of ammonia on the hydrogenation of phenanthrene during the hydrodenitrogenation of quinoline." Energy & Fuels 7, no. 6 (November 1993): 978–80. http://dx.doi.org/10.1021/ef00042a039.

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11

Winiarek, Piotr, Elżbieta Fedoryńska, and Piotr Cholewiński. "Transfer hydrogenation of phenanthrene in the presence of boron modified alumina or silica-alumina." Reaction Kinetics & Catalysis Letters 55, no. 1 (April 1995): 191–97. http://dx.doi.org/10.1007/bf02075850.

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12

Schachtl, Eva, Jong Suk Yoo, Oliver Y. Gutiérrez, Felix Studt, and Johannes A. Lercher. "Impact of Ni promotion on the hydrogenation pathways of phenanthrene on MoS2/γ-Al2O3." Journal of Catalysis 352 (August 2017): 171–81. http://dx.doi.org/10.1016/j.jcat.2017.05.003.

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13

Qian, Weihua, Yosuke Yoda, Yoshiki Hirai, Atsushi Ishihara, and Toshiaki Kabe. "Hydrodesulfurization of dibenzothiophene and hydrogenation of phenanthrene on alumina-supported Pt and Pd catalysts." Applied Catalysis A: General 184, no. 1 (August 1999): 81–88. http://dx.doi.org/10.1016/s0926-860x(99)00083-6.

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14

Ogata, Eisuke, Kazuya Hatakeyama, and Yoshio Kamiya. "HYDROLIQUEFACTION OF COAL AND HYDROGENATION OF PHENANTHRENE WITH IRON CATALYSTS ACTIVATED BY NEW METHOD." Chemistry Letters 14, no. 12 (December 5, 1985): 1913–16. http://dx.doi.org/10.1246/cl.1985.1913.

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15

Schachtl, Eva, Lei Zhong, Elena Kondratieva, Jennifer Hein, Oliver Y. Gutiérrez, Andreas Jentys, and Johannes A. Lercher. "Understanding Ni Promotion of MoS2/γ-Al2O3and its Implications for the Hydrogenation of Phenanthrene." ChemCatChem 7, no. 24 (September 25, 2015): 4118–30. http://dx.doi.org/10.1002/cctc.201500706.

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16

Wang, Kun, Jun Guan, De Min He, and Qiu Min Zhang. "The Influences of Reaction Conditions on Phenanthrene Hydrogenation over NiW/Al2O3 Catalyst." Advanced Materials Research 512-515 (May 2012): 2200–2206. http://dx.doi.org/10.4028/www.scientific.net/amr.512-515.2200.

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Hydrogenation of phenanthrene (PHE HYD) was investigated over a commercial NiW/Al2O3catalyst under practical reaction conditions. GC-MS analysis was utilized to identify the numerous products formed during PHE HYD. The products included dihydrophenanthrene (DHP), 1,2,3,4-tetrahydrophenanthrene (THP), sym-octahydrophenanthrene (1,8-OHP), asym-octahydrophenanthrene (1,10-OHP) and perhydrophenanthrene (PHP), but the cracking products were not found under the reaction conditions. The effects of operating conditions such as temperature, pressure and H2/liquor on PHE HYD were tested in detail. It is found that temperature and pressure had remarkable effect on PHE HYD, but volume ratio of H2/liquor had little effect on PHE HYD at the observation range. The addition of decalin had a positive impact on PHE HYD; it could increase the conversion of PHE and the selectivity to PHP.
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17

Meiramov, M. G. "Angular–linear isomerization on the hydrogenation of phenanthrene in the presence of iron-containing catalysts." Solid Fuel Chemistry 51, no. 2 (March 2017): 107–10. http://dx.doi.org/10.3103/s0361521917020070.

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18

Fu, Wenqian, Lei Zhang, Dongfang Wu, Mei Xiang, Qian Zhuo, Kai Huang, Zhongdong Tao, and Tiandi Tang. "Mesoporous zeolite-supported metal sulfide catalysts with high activities in the deep hydrogenation of phenanthrene." Journal of Catalysis 330 (October 2015): 423–33. http://dx.doi.org/10.1016/j.jcat.2015.07.026.

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19

Mahdavi, Behzad, Jean Marc Chapuzet, and Jean Lessard. "The electrocatalytic hydrogenation of phenanthrene at raney nickel electrodes: the effect of periodic current control." Electrochimica Acta 38, no. 10 (July 1993): 1377–80. http://dx.doi.org/10.1016/0013-4686(93)80073-9.

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20

Menini, Richard, Anna Martel, Hugues Me ́nard, Jean Lessard, and Olivier Vittori. "The electrocatalytic hydrogenation of phenanthrene at Raney nickel electrodes: the influence of an inert gas pressure." Electrochimica Acta 43, no. 12-13 (May 1998): 1697–703. http://dx.doi.org/10.1016/s0013-4686(97)10003-2.

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21

Mahdavi, Behzad, Przemyslaw Los, Marie Josée Lessard, and Jean Lessard. "A comparison of nickel boride and Raney nickel electrode activity in the electrocatalytic Hydrogenation of Phenanthrene." Canadian Journal of Chemistry 72, no. 11 (November 1, 1994): 2268–77. http://dx.doi.org/10.1139/v94-289.

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The electrocatalytic activity of nickel boride in the electrocatalytic hydrogenation (ECH) of phenanthrene in ethylene glycol–water at 80 °C has been compared to that of Raney nickel and fractal nickel. The intrinsic activity of the electrode material (real electrode activity) is the same for nickel boride and Raney nickel electrodes and is lower for fractal nickel electrodes. The apparent electrode activity of nickel boride pressed powder electrodes (Ni2B electrodes) is less than that of codeposited Raney nickel (RaNi) electrodes and pressed powder fractal nickel/Raney nickel (Ni/RaNi = 50/50 to 0/100) electrodes. The apparent activity of Ni2B electrodes is improved by adding sodium chloride to the powder and dissolving it after pressing (Ni2B–NaCl electrodes). The Ni2B–NaCl electrodes have the same apparent activity as codeposited RaNi and pressed powder Ni/RaNi (20/80 to 0/100) electrodes. The apparent and real electrode activity of Ni/RaNi electrodes increases with the RaNi content up to a 20/80 ratio. The Tafel and alternating current (ac) impedance parameters were determined for the hydrogen evolution reaction (HER) in 1 M aqueous sodium hydroxide at 25 °C at nickel boride and at codeposited RaNi electrodes. The intrinsic electrocatalytic activity for HER, expressed by the ratio of the exchange current density over the roughness factor (I0/R), is similar for Ni2B, Ni2–NaCl, and codeposited RaNi electrodes. Surface characterization of Ni2B and Ni2B–NaCl electrodes was carried out by BET, ac impedance, scanning electron microscopy, and mercury porosimetry. No direct relation between the apparent electrode activity in ECH and the surface measured by BET and ac impedance was found. The ac impedance measurements were also carried out in the presence of sodium trans-cinnamate.
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22

Fu, Wenqian, Lei Zhang, Dongfang Wu, Quanyong Yu, Ting Tang, and Tiandi Tang. "Mesoporous Zeolite ZSM-5 Supported Ni2P Catalysts with High Activity in the Hydrogenation of Phenanthrene and 4,6-Dimethyldibenzothiophene." Industrial & Engineering Chemistry Research 55, no. 26 (June 24, 2016): 7085–95. http://dx.doi.org/10.1021/acs.iecr.6b01583.

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23

Fu, Wenqian, Wenbo Zhao, Lei Zhang, Ting Zhang, Tiandi Tang, and Qun Chen. "ZSM-5 Microspheres Consisting of Nanocrystals for Preparing Highly Dispersed MoP Clusters with Good Activity in Phenanthrene Hydrogenation." Industrial & Engineering Chemistry Research 58, no. 37 (August 22, 2019): 17289–99. http://dx.doi.org/10.1021/acs.iecr.9b03477.

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24

Masnovi, Michelle E., John Masnovi, and Steven M. Schildcrout. "Structure and Properties of 9,14,15,16,17,18,19,20-Octahydro-9,14[1′,4′]-benzenobenzo[b]triphenylene." Journal of Crystallography 2016 (June 20, 2016): 1–6. http://dx.doi.org/10.1155/2016/8129210.

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The compound 9,14,15,16,17,18,19,20-octahydro-9,14[1′,4′]-benzenobenzo[b]triphenylene, C28H24, was prepared by hydrogenation of the 4πs+4πs photocycloadduct of dibenz[a,c]anthracene and 1,3-cyclohexadiene with Pt/C in ethyl acetate. The X-ray diffraction analysis shows that the compound crystallizes in the monoclinic space group P21/c with the geometric parameters of a = 11.0090(17) Å, b = 13.733(2) Å, c = 13.091(2) Å, and β = 109.583(13)°. In addition to several close intramolecular contacts involving hydrogens derived from the dibenzanthracene moiety, long interannular C–C single bonds of about 1.593 Å are present. These bonds are shorter by about 0.18 Å than the corresponding bonds in the unsaturated precursor, which can be attributed to reduced strain in the more saturated polycyclic ring system. Anisotropic shielding of the four endo-methylene hydrogens in the 1H NMR spectrum is larger for the two hydrogens lying above the phenanthrene unit, which resonate at 1.03 ppm, than those above the benzenoid ring, which resonate at 1.24 ppm. Theoretical calculations reproduce the geometry with good agreement.
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25

Nuzzi, Michele, and Bruno Marcandalli. "Hydrogenation of phenanthrene in the presence of Ni catalyst. Thermal dehydrogenation of hydrophenanthrenes and role of individual species in hydrogen transfers for coal liquefaction." Fuel Processing Technology 80, no. 1 (January 2003): 35–45. http://dx.doi.org/10.1016/s0378-3820(02)00189-3.

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26

Zhang, Lei, Wenqian Fu, Quanyong Yu, Tiandi Tang, Yicheng Zhao, and Yongdan Li. "Effect of citric acid addition on the morphology and activity of Ni2P supported on mesoporous zeolite ZSM-5 for the hydrogenation of 4,6-DMDBT and phenanthrene." Journal of Catalysis 345 (January 2017): 295–307. http://dx.doi.org/10.1016/j.jcat.2016.11.019.

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27

Hanif, Muhammad, Yusnitati Yusnitati, and Nasikin Nataadmadja. "IDENTIFIKASI PRODUK TURUNAN HYDROPROCESSING MODEL MINYAK SINTETIS BATUBARA MENGGUNAKAN GC-FID/NPD/MS." Jurnal Energi dan Lingkungan (Enerlink) 6, no. 1 (June 15, 2010). http://dx.doi.org/10.29122/elk.v6i1.1563.

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An analysis of identifying a derivative product of liquefied coal modelhydroprocessing was conducted. For that purpose, an integration gaschromatography flame ionization-nitrogen phosphorous detector and massspectrometry (GC-FID/NPD/MS) was used. Hydroprocessing process wasperformed by vibrating micro autoclave tipe batch using Ni-W/Alumina catalystunder initial hydrogen pressure 6 MPa, reaction temperature 375oC and one hourretention time. The analysis result showed that the predominant reaction werehydrogenation, hydrodenitrogenation (HDN) and hydrodeoxygenation (HDO).The HDO of methyl phenol and ethyl phenol took place faster than the otherhydroprocessing reactions such as HDN of quinoline and aromatic hydrogenation(butyl benzene, naphthalene, phenanthrene dan pyrene). This indicates that thehydrogenation reaction or the cleavage of C-O bonding took place very fast thatalkyl could not be detected in the oil. The HDN reaction or the cleavage of C-Ntook place slower but the the nitrogen containing compound vanished faster dueto selective adsorption of the catalyst. However the hydrogenation reaction ofmono-aromatic took place faster than poly-aromaticKata kunci: gas chromatography, identifikasi senyawa, model minyak sintetis
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28

Reddy, Kondam Madhusudan, and Chunshan Song. "Synthesis and Catalytic Applications of Novel Mesoporous Aluminosilicate Molecular Sieves." MRS Proceedings 454 (1996). http://dx.doi.org/10.1557/proc-454-125.

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ABSTRACTThis paper reports on the synthesis of four series of mesoporous aluminosilicate molecular sieves (Al-MCM-41) and their catalytic applications. Four different aluminum compounds were examined as Al source in the hydrothermal synthesis of the mesoporous aluminosilicates of MCM-41 type, including pseudo boehmite (alumina), aluminum sulfate, aluminum isopropoxide, and sodium aluminate. Each Al source was examined at three different feed Si/Al ratios in the synthesis. XRD results show that there are differences in the dioo-spacings for the samples prepared with different Al sources: sodium aluminate > Al isopropoxide > Al sulfate > pseudo boehmite. Such differences reveal that Al incorporation in the framework increases in the following order: pseudo boehmite < Al sulfate < Al isopropoxide < sodium aluminate. XRD also indicates that the synthesized Al-MCM-41 samples have different crystallinity. 27Al NMR and 29Si NMR reveal that most of the Al species in the samples prepared with pseudo boehmite were present in octahedral coordination, whereas in other samples nearly all the Al species are tetrahedral (in the framework). The acid characteristics of the synthesized molecular sieves were characterized by temperature-programmed desorption of n-butylamine, and by using 1,3,5-triisopropylbenzene hydrocracking as probe reaction. The results of TPD and probe reaction clearly indicate that the Al source used for synthesis has a major impact on the acidic and catalytic properties of Al-MCM-41. The samples prepared with Al isopropoxide and sodium aluminate are better as catalysts than those with Al sulfate and pseudo boehmite. We also explored the potential of mesoporous molecular sieves as support for noble metal hydrogenation catalysts and metal sulfide-based hydrotreating catalysts. Pd and Pt-loaded mesoporous molecular sieves were prepared and applied for hydrogenation of naphthalene and phenanthrene. The results show that mesoporous molecular sieve-supported catalysts are much more active than alumina- and titania-supported catalysts. The data for dibenzothiophene hydrodesulfurization suggest that Al-MCM-41 supported Co-Mo may be effective for deep desulfurization of distillate fuels.
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29

"03/02182 Hydrogenation of phenanthrene in the presence of Ni catalyst. Thermal dehydrogenation of hydrophenanthrenes and role of individual species in hydrogen transfers for coal liquefaction." Fuel and Energy Abstracts 44, no. 6 (November 2003): 363. http://dx.doi.org/10.1016/s0140-6701(03)92311-3.

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30

"Asymmetric Hydrogenation of Amino-containing Phenanthrenes." Synfacts 14, no. 04 (March 15, 2018): 0390. http://dx.doi.org/10.1055/s-0037-1609417.

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