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Journal articles on the topic 'Nitroarene'

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Author: Grafiati

Published: 10 March 2023

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1

Xu, DaPeng, Meilu Xiong, and Milad Kazemnejadi. "Efficient reduction of nitro compounds and domino preparation of 1-substituted-1H-1,2,3,4-tetrazoles by Pd(ii)-polysalophen coated magnetite NPs as a robust versatile nanocomposite." RSC Advances 11, no. 21 (2021): 12484–99. http://dx.doi.org/10.1039/d1ra01164b.

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Facile nitroarene reduction as well as domino/reduction MCR preparation of 1-substituted-1H-1,2,3,4-tetrazoles from nitroarenes was performed by Pd(ii)-polysalophen coated magnetite NPs as a highly selective, recyclable and efficient nanocomposite.

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2

Loska, Rafał, and Mieczysław Mąkosza. "Introduction of Carbon Substituents into Nitroarenes via Nucleophilic Substitution of Hydrogen: New Developments." Synthesis 52, no. 21 (June 18, 2020): 3095–110. http://dx.doi.org/10.1055/s-0040-1707149.

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Nucleophilic substitution of hydrogen in nitroarenes has become a powerful synthetic tool for functionalization of these important organic substrates, complementary to other modern methods. In this review we present new developments in the area of introduction of alkyl and functionalized alkyl substituents into nitroarene rings via nucleophilic substitution of hydrogen, followed by application of these processes in the construction of carbo- and heterocyclic rings. Finally, new developments in the investigation of the mechanism of SNArH are summarized.1 Introduction2 Alkylation and Haloalkylation3 Functionalized Carbon Substituents4 Formation of Carbo- and Heterocyclic Rings5 Mechanistic Aspects of SNArH6 Conclusion

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3

Lim, Taeho, and Min Su Han. "Preparation of Metal Oxides Containing ppm Levels of Pd as Catalysts for the Reduction of Nitroarene and Evaluation of Their Catalytic Activity by the Fluorescence-Based High-Throughput Screening Method." Catalysts 10, no. 5 (May 13, 2020): 542. http://dx.doi.org/10.3390/catal10050542.

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Herein, an easily accessible and efficient green method for the reduction of nitroarene compounds was developed using metal oxide catalysts. Heterogeneous metal oxides with or without Pd were prepared by a simple and scalable co-precipitation method and used for the reduction of nitroarenes. A fluorescence-based high-throughput screening (HTS) method was also developed for the rapid analysis of the reaction conditions. The catalytic activity of the metal oxides and reaction conditions were rapidly screened by the fluorescence-based HTS method, and Pd/CuO showed the highest catalytic activity under mild reaction conditions. After identifying the optimal reaction conditions, various nitroarenes were reduced to the corresponding aniline derivatives by Pd/CuO (0.005 mol% of Pd) under these conditions. Furthermore, the Pd/CuO catalyst was used for the one-pot Suzuki–Miyaura cross-coupling/reduction reaction. A gram-scale reaction (20 mmol) was successfully performed using the present method, and Pd/CuO showed high reusability without a loss of catalytic activity for five cycles.

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4

Lin, Yangming, Shuchang Wu, Wen Shi, Bingsen Zhang, Jia Wang, Yoong Ahm Kim, Morinobu Endo, and Dang Sheng Su. "Efficient and highly selective boron-doped carbon materials-catalyzed reduction of nitroarenes." Chemical Communications 51, no. 66 (2015): 13086–89. http://dx.doi.org/10.1039/c5cc01963j.

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5

Uberman, Paula M., Carolina S. García, Julieta R. Rodríguez, and Sandra E. Martín. "PVP-Pd nanoparticles as efficient catalyst for nitroarene reduction under mild conditions in aqueous media." Green Chemistry 19, no. 3 (2017): 739–48. http://dx.doi.org/10.1039/c6gc02710e.

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6

Jia, Wei-Guo, Tai Zhang, Dong Xie, Qiu-Tong Xu, Shuo Ling, and Qing Zhang. "Half-sandwich cycloruthenated complexes from aryloxazolines: synthesis, structures, and catalytic activities." Dalton Transactions 45, no. 36 (2016): 14230–37. http://dx.doi.org/10.1039/c6dt02734b.

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7

Marakatti, Vijaykumar S., and Sebastian C. Peter. "Nickel–antimony nanoparticles confined in SBA-15 as highly efficient catalysts for the hydrogenation of nitroarenes." New Journal of Chemistry 40, no. 6 (2016): 5448–57. http://dx.doi.org/10.1039/c5nj03479e.

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8

Moshapo, Paseka T., and Sandile B. Simelane. "Advances in nitroarene reductive amidations." Arkivoc 2020, no. 5 (February 10, 2021): 190–215. http://dx.doi.org/10.24820/ark.5550190.p011.417.

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9

Mondal, Manoj, Saitanya K. Bharadwaj, and Utpal Bora. "O-Arylation with nitroarenes: metal-catalyzed and metal-free methodologies." New Journal of Chemistry 39, no. 1 (2015): 31–37. http://dx.doi.org/10.1039/c4nj01293c.

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10

Laolob, Thanet, Nuntavan Bunyapraphatsara, Neti Waranuch, Sutatip Pongcharoen, Wikorn Punyain, Sirirat Chancharunee, Krisada Sakchaisri, et al. "Enhancement of Lipolysis in 3T3-L1 Adipocytes by Nitroarene Capsaicinoid Analogs." Natural Product Communications 16, no. 1 (January 2021): 1934578X2098794. http://dx.doi.org/10.1177/1934578x20987949.

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Transient receptor potential vanilloid 1 (TRPV1) activation by capsaicin binding increased intracellular calcium influx and stimulated adipocyte-to-adipocyte communication, leading to lipolysis. Generally, enhancement of π-stacking capabilities improves certain binding interactions. Notably, nitroarenes exhibit strong binding interactions with aromatic amino acid side chains in proteins. New capsaicinoid analogs were designed by substitution of the OCH3 group with a nitrogen dioxide (NO2) group on the vanillyl ring to investigate how π-stacking interactions in capsaicinoid analogs contribute to lipolysis. Capsaicinoid analogs, nitro capsaicin (5), and nitro dihydrocapsaicin (6) were prepared in moderate yields via coupling of a nitroaromatic amine salt and fatty acids. Oil Red O staining and triglyceride assays with 10 µM loading of capsaicin (CAP), dihydrocapsaicin (DHC), 5, and 6 were performed to investigate their effect on lipolysis in 3T3-L1 adipocytes. Both assay results indicated that 5 and 6 decreased lipid accumulation by 13.6% and 14.7%, respectively, and significantly reduced triglyceride content by 26.9% and 28.4%, respectively, in comparison with the control experiment. Furthermore, the decrease in triglyceride content observed in response to nitroarene capsaicinoid analogs was approximately 2-folds higher than that of CAP and DHC. These results arose from the NO2 group augmented π-π stacking with Tyr511 and the attractive charge interaction with Glu570 affecting binding interactions with TRPV1 receptors.

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11

Chang, Liu, Jin Li, Na Wu, and Xu Cheng. "Chemoselective electrochemical reduction of nitroarenes with gaseous ammonia." Organic & Biomolecular Chemistry 19, no. 11 (2021): 2468–72. http://dx.doi.org/10.1039/d1ob00077b.

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12

Sakthikumar, K., S. Anantharaj, Sivasankara Rao Ede, K. Karthick, G. Ravi, T. Karthik, and Subrata Kundu. "Prompt synthesis of iridium organosol on DNA for catalysis and SERS applications." Journal of Materials Chemistry C 5, no. 45 (2017): 11947–57. http://dx.doi.org/10.1039/c7tc03742b.

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13

Zhou, Ying-Hua, Qihao Yang, Yu-Zhen Chen, and Hai-Long Jiang. "Low-cost CuNi@MIL-101 as an excellent catalyst toward cascade reaction: integration of ammonia borane dehydrogenation with nitroarene hydrogenation." Chemical Communications 53, no. 91 (2017): 12361–64. http://dx.doi.org/10.1039/c7cc06530b.

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14

Gnanaprakasam, P., and T. Selvaraju. "Correction: Green synthesis of self assembled silver nanowire decorated reduced graphene oxide for efficient nitroarene reduction." RSC Advances 5, no. 9 (2015): 6892. http://dx.doi.org/10.1039/c4ra90060j.

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15

Giri, Arkaprabha, Niraj Nitish Patil, and Abhijit Patra. "Porous noria polymer: a cage-to-network approach toward a robust catalyst for CO2 fixation and nitroarene reduction." Chemical Communications 57, no. 36 (2021): 4404–7. http://dx.doi.org/10.1039/d0cc07805k.

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A ‘preporous’ waterwheel-like molecular cage, noria, was knitted with rigid aromatic linkers to obtain porous organic polymers exhibiting excellent catalytic activity toward CO₂ fixation and nitroarene reduction.

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16

Özkaya, Bünyamin, Christina L. Bub, and Frederic W. Patureau. "Step and redox efficient nitroarene to indole synthesis." Chemical Communications 56, no. 86 (2020): 13185–88. http://dx.doi.org/10.1039/d0cc03258a.

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A step and redox efficient nitroarene to indole synthesis was herein developed, in sharp contrast to the rich literature on the construction of indoles. Elemental Zinc was found to be best terminal reductant.

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17

Maity, Tanmoy, Susmita Bhunia, Soma Das, and Subratanath Koner. "Heterogeneous O-arylation of nitroarenes with substituted phenols over a copper immobilized mesoporous silica catalyst." RSC Advances 6, no. 40 (2016): 33380–86. http://dx.doi.org/10.1039/c6ra04409c.

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Highly efficient heterogeneous mesoporous silica based Cu-catalyst has been designed forO-arylation of phenol using nitroarene to afford unsymmetrical diarylethers. It can be recycled up to 5 times without any significant loss of catalytic activity.

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18

Bhaumik, Kankan, and K. G. Akamanchi. "Nitroarene reduction using Raney nickel alloy with ammonium chloride in water." Canadian Journal of Chemistry 81, no. 3 (March 1, 2003): 197–98. http://dx.doi.org/10.1139/v03-021.

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Aromatic nitroarenes are reduced in high yields using a user-friendly combination of Raney nickel alloy and ammonium chloride in water at 8090°C.Key words: Raney nickel alloy, nitroarenes reduction, ammonium chloride, water.

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19

Fu, Huan, Huan Zhang, Guichun Yang, Jun Liu, Junyuan Xu, Peihuan Wang, Ning Zhao, Lihua Zhu, and Bing Hui Chen. "Highly dispersed rhodium atoms supported on defect-rich Co(OH)₂ for the chemoselective hydrogenation of nitroarenes." New Journal of Chemistry 46, no. 3 (2022): 1158–67. http://dx.doi.org/10.1039/d1nj04936d.

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0.54% Rh/Co(OH)2 exhibited 100% selectivity for –NO2 hydrogenation at >96% conversion for nitroarene hydrogenation. Its excellent catalytic performance is due to the interfacial effect of Rh–Co(OH)2 and Rh in the form of single atoms and nanoclusters.

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20

Johnson, Glenn R., Barth F. Smets, and Jim C. Spain. "Oxidative Transformation of Aminodinitrotoluene Isomers by Multicomponent Dioxygenases." Applied and Environmental Microbiology 67, no. 12 (December 1, 2001): 5460–66. http://dx.doi.org/10.1128/aem.67.12.5460-5466.2001.

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ABSTRACT The electron-withdrawing nitro substituents of 2,4,6-trinitrotoluene (TNT) make the aromatic ring highly resistant to oxidative transformation. The typical biological transformation of TNT involves reduction of one or more of the nitro groups of the ring to produce the corresponding amine. Reduction of a single nitro substituent of TNT to an amino substituent increases the electron density of the aromatic nucleus considerably. The comparatively electron-dense nuclei of the aminodinitrotoluene (ADNT) isomers would be expected to be more susceptible to oxygenase attack than TNT. The hypothesis was tested by evaluating three nitroarene dioxygenases for the ability to hydroxylate the ADNT isomers. The predominant reaction was dioxygenation of the ring to yield nitrite and the corresponding aminomethylnitrocatechol. A secondary reaction was benzylic monooxygenation to form aminodinitrobenzyl alcohol. The substrate preferences and catalytic specificities of the three enzymes differed considerably. The discovery that the ADNT isomers are substrates for the nitroarene dioxygenases reveals the potential for extensive bacterial transformation of TNT under aerobic conditions.

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21

Li, X., Y. Xiang, Q. Meng, and J. Wang. "Imine Formation via Hydrogen-Transfer Nitroarene Reduction." Synfacts 2010, no. 11 (October 21, 2010): 1322. http://dx.doi.org/10.1055/s-0030-1258830.

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22

Johnson, Glenn R., and Jim C. Spain. "Synthesis of substituted catechols using nitroarene dioxygenases." Enzyme and Microbial Technology 38, no. 1-2 (January 2006): 142–47. http://dx.doi.org/10.1016/j.enzmictec.2005.05.009.

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23

Zhang, Lidong, Xiao-Ming Cao, and P. Hu. "Insight into chemoselectivity of nitroarene hydrogenation: A DFT-D3 study of nitroarene adsorption on metal surfaces under the realistic reaction conditions." Applied Surface Science 392 (January 2017): 456–71. http://dx.doi.org/10.1016/j.apsusc.2016.09.031.

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24

OHMORI, Kiyomi, Michiko KISHI, Tadayoshi NAKAOKA, and Naoki MIYATA. "Synergistic Effect of Naphthoquinones on the Mutagenicity of Nitroarene." Biological & Pharmaceutical Bulletin 22, no. 1 (1999): 90–92. http://dx.doi.org/10.1248/bpb.22.90.

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25

Xu, Shaodan, Junhong Tang, Qingwei Zhou, Jia Du, and Huanxuan Li. "Interfacing Anatase with Carbon Layers for Photocatalytic Nitroarene Hydrogenation." ACS Sustainable Chemistry & Engineering 7, no. 19 (September 9, 2019): 16190–99. http://dx.doi.org/10.1021/acssuschemeng.9b03149.

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26

Liu, Aijie, Christoph H. H. Traulsen, and Jeroen J. L. M. Cornelissen. "Nitroarene Reduction by a Virus Protein Cage Based Nanoreactor." ACS Catalysis 6, no. 5 (April 14, 2016): 3084–91. http://dx.doi.org/10.1021/acscatal.6b00106.

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27

Pretzer, Lori A., Kimberly N. Heck, Sean S. Kim, Yu-Lun Fang, Zhun Zhao, Neng Guo, Tianpin Wu, Jeffrey T. Miller, and Michael S. Wong. "Improving gold catalysis of nitroarene reduction with surface Pd." Catalysis Today 264 (April 2016): 31–36. http://dx.doi.org/10.1016/j.cattod.2015.07.040.

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28

Kommu, Nagarjuna, Vikas D. Ghule, A. Sudheer Kumar, and Akhila K. Sahoo. "Triazole-Substituted Nitroarene Derivatives: Synthesis, Characterization, and Energetic Studies." Chemistry - An Asian Journal 9, no. 1 (October 9, 2013): 166–78. http://dx.doi.org/10.1002/asia.201300969.

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29

Shi, Guanying, and Zhenhua Dong. "Palladium Supported on Porous Organic Polymer as Heterogeneous and Recyclable Catalyst for Cross Coupling Reaction." Molecules 27, no. 15 (July 26, 2022): 4777. http://dx.doi.org/10.3390/molecules27154777.

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Palladium immobilized on an amide and ether functionalized porous organic polymer (Pd@AEPOP) is reported to be an effective heterogeneous catalyst for the Heck cross-coupling reaction of aryl iodides with styrene for the synthesis of diphenylethene derivatives. Excellent yields can be obtained using a 0.8 mol% Pd catalyst loading under the optimized reaction condition. The heterogeneous Pd@AEPOP catalyst can also be applied on the Suzuki reaction and the reduction of nitroarene.

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30

Piggott, Emily K., Taylor O. Hope, Bry W. Crabbe, Pierre-Michel Jalbert, Galina Orlova, and Geniece L. Hallett-Tapley. "Exploiting the photocatalytic activity of gold nanoparticle-functionalized niobium oxide perovskites in nitroarene reductions." Catalysis Science & Technology 7, no. 23 (2017): 5758–65. http://dx.doi.org/10.1039/c7cy01820g.

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31

Shi, Hongbin, Xiaofeng Dai, Qing Liu, Teng Zhang, Yabing Zhang, Yuling Shi, and Tao Wang. "Magnetic CuNi Alloy Nanoparticles for Catalytic Transfer Hydrogenation of Nitroarene." Industrial & Engineering Chemistry Research 60, no. 44 (October 27, 2021): 16011–22. http://dx.doi.org/10.1021/acs.iecr.1c03175.

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32

Wang, Xiaodong, Fernando Cárdenas-Lizana, and Mark A. Keane. "Toward Sustainable Chemoselective Nitroarene Hydrogenation Using Supported Gold as Catalyst." ACS Sustainable Chemistry & Engineering 2, no. 12 (October 27, 2014): 2781–89. http://dx.doi.org/10.1021/sc500544s.

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33

Aditya, Teresa, Anjali Pal, and Tarasankar Pal. "Nitroarene reduction: a trusted model reaction to test nanoparticle catalysts." Chemical Communications 51, no. 46 (2015): 9410–31. http://dx.doi.org/10.1039/c5cc01131k.

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34

Asamizu, Takamichi, Risa Naruse, Guo Yongxue, and Kyosuke Kaneda. "Domino Nicholas and Pauson–Khand process induced by nitroarene reduction." Tetrahedron Letters 56, no. 32 (August 2015): 4674–77. http://dx.doi.org/10.1016/j.tetlet.2015.06.038.

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35

Madasu, Mahesh, Chi-Fu Hsia, Sourav Rej, and Michael H. Huang. "Cu2O Pseudomorphic Conversion to Cu Crystals for Diverse Nitroarene Reduction." ACS Sustainable Chemistry & Engineering 6, no. 8 (June 21, 2018): 11071–77. http://dx.doi.org/10.1021/acssuschemeng.8b02537.

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36

Cai, Xinyi, Junqi Nie, Guichun Yang, Feiyi Wang, Chao Ma, Cuifen Lu, and Zuxing Chen. "Phosphorus-rich network polymer supported ruthenium nanoparticles for nitroarene reduction." Materials Letters 240 (April 2019): 80–83. http://dx.doi.org/10.1016/j.matlet.2018.12.140.

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37

Wardman, Peter. "ChemInform Abstract: Chemistry of Nitroarene and Aromatic N-Oxide Radicals." ChemInform 30, no. 17 (June 16, 2010): no. http://dx.doi.org/10.1002/chin.199917321.

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38

Taleb, Abdeslam Ben, and Gérard Jenner. "Synthesis of aminoarenes in homogeneously catalyzed nitroarene — methyl formate reactions." Journal of Molecular Catalysis 91, no. 2 (July 1994): L149—L153. http://dx.doi.org/10.1016/0304-5102(94)00055-7.

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39

Patra, Dinabandhu, Ramakrishnan Ganesan, and Balaji Gopalan. "Hydrogen generation rate enhancement by in situ Fe(0) and nitroarene substrates in Fe3O4@Pd catalyzed ammonia borane hydrolysis and nitroarene reduction tandem reaction." International Journal of Hydrogen Energy 46, no. 50 (July 2021): 25486–99. http://dx.doi.org/10.1016/j.ijhydene.2021.05.106.

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40

Wu, Shuchang, Guodong Wen, Robert Schlögl, and Dang Sheng Su. "Carbon nanotubes oxidized by a green method as efficient metal-free catalysts for nitroarene reduction." Physical Chemistry Chemical Physics 17, no. 3 (2015): 1567–71. http://dx.doi.org/10.1039/c4cp04658g.

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41

Ju, Kou-San, and Rebecca E. Parales. "Control of Substrate Specificity by Active-Site Residues in Nitrobenzene Dioxygenase." Applied and Environmental Microbiology 72, no. 3 (March 2006): 1817–24. http://dx.doi.org/10.1128/aem.72.3.1817-1824.2006.

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ABSTRACT Nitrobenzene 1,2-dioxygenase from Comamonas sp. strain JS765 catalyzes the initial reaction in nitrobenzene degradation, forming catechol and nitrite. The enzyme also oxidizes the aromatic rings of mono- and dinitrotoluenes at the nitro-substituted carbon, but the basis for this specificity is not understood. In this study, site-directed mutagenesis was used to modify the active site of nitrobenzene dioxygenase, and the contribution of specific residues in controlling substrate specificity and enzyme performance was evaluated. The activities of six mutant enzymes indicated that the residues at positions 258, 293, and 350 in the α subunit are important for determining regiospecificity with nitroarene substrates and enantiospecificity with naphthalene. The results provide an explanation for the characteristic specificity with nitroarene substrates. Based on the structure of nitrobenzene dioxygenase, substitution of valine for the asparagine at position 258 should eliminate a hydrogen bond between the substrate nitro group and the amino group of asparagine. Up to 99% of the mononitrotoluene oxidation products formed by the N258V mutant were nitrobenzyl alcohols rather than catechols, supporting the importance of this hydrogen bond in positioning substrates in the active site for ring oxidation. Similar results were obtained with an I350F mutant, where the formation of the hydrogen bond appeared to be prevented by steric interference. The specificity of enzymes with substitutions at position 293 varied depending on the residue present. Compared to the wild type, the F293Q mutant was 2.5 times faster at oxidizing 2,6-dinitrotoluene while retaining a similar Km for the substrate based on product formation rates and whole-cell kinetics.

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42

Bäumler, Christoph, and Rhett Kempe. "The Direct Synthesis of Imines, Benzimidazoles and Quinoxalines from Nitroarenes and Carbonyl Compounds by Selective Nitroarene Hydrogenation Employing a Reusable Iron Catalyst." Chemistry - A European Journal 24, no. 36 (May 25, 2018): 8989–93. http://dx.doi.org/10.1002/chem.201801525.

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43

Nethravathi, C., Janak Prabhu, S. Lakshmipriya, and Michael Rajamathi. "Magnetic Co-Doped MoS2 Nanosheets for Efficient Catalysis of Nitroarene Reduction." ACS Omega 2, no. 9 (September 18, 2017): 5891–97. http://dx.doi.org/10.1021/acsomega.7b00848.

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44

An, Yi, Jacob W. G. Bloom, and Steven E. Wheeler. "Quantifying the π-Stacking Interactions in Nitroarene Binding Sites of Proteins." Journal of Physical Chemistry B 119, no. 45 (November 2, 2015): 14441–50. http://dx.doi.org/10.1021/acs.jpcb.5b08126.

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45

Kottappara, Revathi, Suresh C. Pillai, and Baiju Kizhakkekilikoodayil Vijayan. "Copper-based nanocatalysts for nitroarene reduction-A review of recent advances." Inorganic Chemistry Communications 121 (November 2020): 108181. http://dx.doi.org/10.1016/j.inoche.2020.108181.

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46

Kommu, Nagarjuna, Vikas D. Ghule, A. Sudheer Kumar, and Akhila K. Sahoo. "ChemInform Abstract: Triazole-Substituted Nitroarene Derivatives: Synthesis, Characterization, and Energetic Studies." ChemInform 45, no. 25 (June 5, 2014): no. http://dx.doi.org/10.1002/chin.201425143.

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47

Gutiérrez-Tarriño, Silvia, Sergio Rojas-Buzo, Christian W. Lopes, Giovanni Agostini, Jose J. Calvino, Avelino Corma, and Pascual Oña-Burgos. "Cobalt nanoclusters coated with N-doped carbon for chemoselective nitroarene hydrogenation and tandem reactions in water." Green Chemistry 23, no. 12 (2021): 4490–501. http://dx.doi.org/10.1039/d1gc00706h.

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Subnanometric cobalt nanoclusters covered by N-doped carbon layers (Co@NC-800) catalyze the chemoselective reduction of nitroarenes and the one-pot synthesis of secondary aryl amines and isoindolinones in aquo media under mild reaction conditions.

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48

Chen, Jian, Yi Yao, Jiao Zhao, Yaopeng Zhao, Yuanyuan Zheng, Mingrun Li, and Qihua Yang. "A highly active non-precious metal catalyst based on Fe–N–C@CNTs for nitroarene reduction." RSC Advances 6, no. 98 (2016): 96203–9. http://dx.doi.org/10.1039/c6ra20666b.

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An efficient Fe–N–C@CNTs for the hydrogenation of nitroarenes was prepared. ε-Fe₃N is the active site and nitrogen/carbon atoms serve as bridges to transport the dissociated hydrogen atoms via spillover effect.

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49

Chowdhury, R. L., C. C. Lee, A. Piorko, and R. G. Sutherland. "Nucleophilic Displacement of the Nitro Group in n6-Nitroarene-n5-cyclopentadienyliron Hexafluorophosphates." Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry 15, no. 9 (December 1985): 1237–45. http://dx.doi.org/10.1080/00945718508059404.

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50

Furukawa, Shinya, Katsuya Takahashi, and Takayuki Komatsu. "Well-structured bimetallic surface capable of molecular recognition for chemoselective nitroarene hydrogenation." Chemical Science 7, no. 7 (2016): 4476–84. http://dx.doi.org/10.1039/c6sc00817h.

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