DOI: https://doi.org/10.9767/bcrec.10.3.8512.275-280

Reduction of Nitroarenes to Aromatic Amines with Sodium Borohydride in the Presence of Selenium and Actived Carbon

*Ke Ying Cai  -  School of Chemistry and Chemical Engineering, Xuzhou Institute of Technology, Xuzhou, Jiangsu 221111,, China
Ying Mei Zhou  -  School of Chemistry and Chemical Engineering, Xuzhou Institute of Technology, Xuzhou, Jiangsu 221111,, China

Citation Format:
Cover Image
Abstract

A selenium and actived carbon (AC) catalyst has been applied for the selective reduction of nitroarenes to their corresponding amines respectively using sodium borohydride (NaBH4) as a reducing source un-der mild conditions. Under the optimized conditions, efficient and selective reduction of nitroarenes into the corresponding aromatic amines occurred over a recyclable selenium catalyst. The catalyst can be easily recovered after catalytic reaction and readily reused for 4 cycles with consistent activity hence reduces the cost of the catalyst. © 2015 BCREC UNDIP. All rights reserved.

Received: 3rd May 2015; Revised: 5th October 2015; Accepted: 5th October 2015

How to Cite: Cai, K.Y., Zhou, Y.M. (2015). Reduction of Nitroarenes to Aromatic Amines with Sodium Borohydride in the Presence of Selenium and Actived Carbon. Bulletin of Chemical Reaction Engineering & Catalysis, 10 (3): 275-280. (doi:10.9767/bcrec.10.3.8512.275-280)

Permalink/DOI: http://dx.doi.org/10.9767/bcrec.10.3.8512.275-280

Fulltext View|Download
Keywords: Sodium Borohydride; Reduction; Nitroarenes; Selenium; Amines; Activated Carbon
Funding: Xuzhou Institute of Technology

Article Metrics:

Article Info
Section: Original Research Articles
Language : EN
Statistics:
Share:
Most cited articles
Modified Zeolite with Transition Metals Cu and Fe for Removal of Methylene Blue from Aqueous Medium: Mass Spectrometry Study Ion-exchange Resin Catalyzed Esterification of Lactic Acid with Isopropanol: a Kinetic Study Reduction of Nitroarenes to Aromatic Amines with Sodium Borohydride in the Presence of Selenium and Actived Carbon Struvite Precipitation and Phosphorous Removal from Urine Synthetic Solution: Reaction Kinetic Study Non Catalytic Transesterification of Vegetables Oil to Biodiesel in Sub-and Supercritical Methanol: A Kinetic’s Study More cited articles
  1. Yin, J.M., Zhang, R., Jia, Y.P., Cui, Y. N., Zhou, G.Y., Gao, D.B. (2010). Research Progress in Preparation of Aromatic Amine via Reduction of Aromatic Nitro Compounds. Chinese Chemical Research. 21(1): 96-101
  2. Xu, S.L., Chen, H.B., Li, S.D. (2006). Progress in Preparation of Aromatic Amine from Aromatic Nitro Compounds by Catalytic Hydrogenation. Chinese Speciality Petrochemicals. 23(4): 58-61
  3. Johnstone, R.A.W., Wilby, A.H., Entwistle, I.D. (1985). Heterogeneous Catalytic Transfer Hydrogenation and its Relation to other Methods for Reduction of Organic Compounds. Chemistry Review. 85(2): 129-170
  4. Zeynizadeh, B., Setamdideh, D. (2006). NaBH4/Charcoal: a new Synthetic Method for Mild and Convenient Reduction of Nitroarenes. Syn. Commun. 36: 2699-2704
  5. Shil, A.K., Sharma, D., Guha, N.T., Das, P. (2012). Solid Supported Pd(0): an Efficient Recycable Heterogeneous Catalyst for Chemoselective Reduction of Nitroarenes. Tetrahedron Lett. 53: 4858-4861
  6. Sen, I.K., Maity, K., Islam, S.S. (2013). Green Synthesis of Gold Nanoparticles Using a Glucan of an Edible Mushroom and Study of Catalytic Activity. Carbohydrate Polymers. 91: 518-528
  7. Kiasat, A.R., Mirzajani, R., Ataeian, F., Fallah-Mehrjardi, M. (2010). Immobilized Silver Nanoparticles on Silica Gel as an Efficient Catalyst in Nitroarene Reduction. Chinese Chem. Lett. 21: 1015-1019
  8. Liu, X., Cheng, H., Cui, P. (2014). Catalysis by Silver Nanoparticles/Porous Silicon for the Reduction of Nitroaromatics in the Presence of Sodium Borohydride. Appl. Surf. Sci. 292: 695-701
  9. Pogorelić, I., Filipan-Litivić, M., Merkaš, S., Ljubić, G., Capanec, I., Litivić, M. (2007). Rapid, Efficient and Selective Reduction of Aromatic Nitro Compounds with Sodium Borohydride and Raney Nickel. J. Mol. Catal. A-Chem. 274: 202-207
  10. Nandanwar, S. U., Chakraborty, M. (2012). Synthesis of Colloidal Cu/γ-Al2O3 by Microemulsion and Catalytic Reduction of Aromatic Nitro Compounds. Chin. J. Catal. 33(9): 1532-1541
  11. Jayabal, S., Ramaraj, R. (2014). Bimetallic Au/Ag Nanorods Embedded in Functionalized Silicate Sol-Gel Matrix as an Efficient Catalyst for Nitrobenzene Reduction. Appl. Catal. A-Gen. 470: 369-375
  12. Pradhan,, N., Pal, A., Pal, T. (2002). Silver Nanoparticle Catalyzed Reduction of Aromatic Nitro Compounds. Colloid Surf. A-Physicochem. Eng. Asp. 196: 247-257
  13. Vadakkekara, R., Chakraborty, M., Parikh, P. A. (2012). Reduction of Aromatic Nitro Compounds on Colloidal Hollow Silver Nanospheres. Colloid Surf. A-Physicochem. Eng. Asp. 399: 11-17
  14. Zhang, X.P., Miao, J.H., Sun, Y.B. (2009). Recent Progress in Selenium-Catalyzed Reactions. Chin. J. Org. Chem. 29: 1555-1563
  15. He, G.Y., Liu, W.F., Sun, X.Q., Chen, Q., Wang, X., Chen, H.Q. (2013). Fe3O4 Graghene Oxide Composite: A Magnetically Separable and Efficient Catalyst for the Reduction of Ni-troarenes. Mater. Res. Bull. 48: 1885-1890
  16. Liu, X.Z., Lu, S.W. (2001). Selective Formation of Aromatic Amines by Selenium-Catalyzed Reduction of Aromatic Nitro Compounds with CO/H2O under Atmosspheric Pressure. J. Mol. Catal. A-Chem. 212: 127-130
  17. Li, J., Qu, Y.Q., Han, K.L, Lu, S.W., He, G.Z. (2009). Formation Mechanism of Selane from the Reaction System of Selenium, Carbon Monooxide and Water. Chem. J. Chinese U. 27(4): 708-710

Last update:

No citation recorded.

Last update: 2021-09-21 12:07:40

  1. Iodide-Catalyzed Selenium-Assisted Sequential Multicomponent Synthesis of a Luminescence Benzo-Oxazino-Isoindole Framework

    Sedighian H.. Journal of Organic Chemistry, 2021. doi: 10.1021/acs.joc.0c02391

  2. Effects of corn ratio with pine on biomass co-combustion characteristics in a fixed bed

    Meng X.. Applied Thermal Engineering, 127 , 2018. doi: 10.1016/j.applthermaleng.2018.06.068

  3. Synthesis and characterization of the removal of organic pollutants in effluents

    Bakayoko M.. Reviews on Environmental Health, 33 (2), 2018. doi: 10.1515/reveh-2018-0004

  4. Recent progress in selenium-catalyzed organic reactions

    Shao L.. Organic Chemistry Frontiers, 6 (16), 2019. doi: 10.1039/c9qo00620f