| Peer-Reviewed

Environment-Friendly Reduction of Aromatics to Alicyclic Compounds at Room Temperature Using Superactive Calcined Ni-Al Hydrotalcite Catalysts

Received: 19 December 2015     Accepted: 4 January 2016     Published: 23 February 2016
Views:       Downloads:
Abstract

Calcined Ni-Al hydrotalcite (HT) 2: 1, Cat. A, is a superactive catalyst for reduction of substituted aromatics, i. e. toluene, benzene, nitrobenzene, chloro-, bromo-, and iodobenzene to their respective alicyclic products at room temperature in the presence of molecular hydrogen. Cat. A attained higher conversions compared to calcined Ni-Al hydrotalcites with ratios of 2.5: 1, and 3: 1. Calcined Ni-Al HT is a superactive catalyst whereas catalysts Niγ-Al2O3 or Ni-SiO2 with Ni contents of 2%, 5%, and 10% resulted in poor conversions. In these cases, Ni in association with the respective oxide is the active precursor for molecular hydrogen initiation in the reduction of aromatics to alicyclic compounds. The objective is to evalua4e Ni as the best catalyst for aromatic ring reduction to alicylic molecule. Quantitative yield were obtained for all the substrates toluene, benzene, nitrobenzene, chloro-, bromo-, and iodobenzene to their respective cyclohexanes. These results indicate that hydrogenation with reusable Ni-Al HT catalysts is a green sustainable process and atom economy efficient for the production of various alicyclic compounds.

Published in American Journal of Applied Chemistry (Volume 4, Issue 1)
DOI 10.11648/j.ajac.20160401.14
Page(s) 18-23
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2016. Published by Science Publishing Group

Keywords

Ni-Al Cat A 2: 1 HT, LDHs (Layered Double Hydroxides), Structure, Reduction Reactions

References
[1] M. Neelis, E. Worrell, E. Masanet. Report, Energy Analysis Department Environmental Energy Technologies Division Ernest Orlando Lawrence Berkeley National Laboratory, (2008) 1-132.
[2] Y. Zhang, S. Liao, Y. Xu, D. Yu Applied Catalysis A 192 (2001) 247-251.
[3] Rossini, Stefano, Catalysis Today, 77, 2003, 467-484.
[4] Al-Khattaf, S. Ph. D Dissertation, University of Western Ontario, London, Ontario, Canada, (2001) 1-33.
[5] Al-Khattaf, S. & de Lasa, H. Applied Catalysis A General, 2002, 226, 139-153.
[6] Al-Khattaf, S.; Atias, J. A; Jarosch, K.; de Lasa, H. Chemical Engineering Science, (2002), 57, 4909-4920.
[7] J. X. Chen, J. F. Daeuble, D. M. Brestensky, and J. M. Stryker. Tetrahedron, (2000) 2153-2166.
[8] B. Ballarin, and M. Berrettoni et. al.,. Analytica Chemica Acta 538 (2005) 219-224.
[9] Y. Urushibara, Bull. Chem. Soc. Jpn 25, 280, 1952.
[10] Y. Urushibara and Ann. N. Y. Acad. Sci, 145, 52, 1967.
[11] Richard A. Jones, Austin, Tex. U. S. Patent Number: 4,506,030, 1985.
[12] J. Singh, J.; Lamberti, C.; van Bokhoven, J. A. Chem. Soc. Rev. 2010, 39.
[13] J. Barbier, E. Lamy-Pitara, P. Marecot, J. P. Boitiaux, J. Cosyns and F. Verna, Adv. Catal. 37(1) (1992) 41.
[14] P. N. Rylander Catalytic Hydrogenation in Organic Syntheses. 1979, 1.
[15] F. Cavani and A. Trifiro., et. al, Catalysis. Today 11 (1991) 173-301.
[16] B. M. Choudary, M. L. Kantam, Ateeq Rahman, Ch. V. R. Reddy Journal of Molecular Catalysis A 206 (2003) 145-151.
[17] Ateeq Rahman. International Journal Engineering Sciences & Emerging Technologies, (2012) 75-82.
[18] B. M. Choudary, M. Lakshmi Kantam., et. al., Tetrahedron Letters., 39 (1998) 3555-3558.
[19] B. M. Choudary, and M. Lakshmi Kantam et. al., Synlett, (1998)1203-1204.
[20] B. M. Choudary, and B. Kavita et. al., Green Chemistry. 1 (1999) 289-292.
[21] B. M. Choudary, and B. Kavita et. al., Tetrahedron, 56 (2000) 9357-9364.
[22] B. M. Choudary, and M. Lakshmi Kantam et. al., Journal of Molecular. Catalysis. A: Chem., 159 (2000) 411-416.
[23] B. M. Choudary, and T. Someshwar et. Al Applied. Catalysis. Gen A: 251 (2003) 397-409.
[24] B. M. Choudary, N. S. Chowdhari., et. al., Journal. of American. Chemical. Society. 124, (2002) 5341-5349.
[25] C. P. Kelkar. and A. A. Schutz Catalysis Surveys from Asia 10 (1997) 117-137.
[26] M. Lakshmi Kantam, B. Kavita, Ateeq Rahman and M. Sateesh., Indian Journal of Chemistry Sect. B 37 (1998) 1039-1041.
[27] M. Lakshmi Kantam, and B. M. Chourdary et. al., Chemical Communications. (1998) 1033-1034.
[28] M. Marquevich, and F. Medina et. al., Catalysis Communications 2 (2001) 119-124.
[29] W. T. Reichle, Journal. of Catalysis. 94 (1985) 547-557.
[30] B. d. Rebours et al, Journal of American. Chemical. Society. 116 (1994) 1707-1717.
[31] Ateeq Rahman and S. B. Jonnalagadda, Catalysis. Letters, 123 (2008) 264-266.
[32] Ateeq Rahman and S. B. Jonnalagadda. Journal of Molecular Catalysis A., 299 (2009) 98-101.
[33] V. S. R Rajasekhar Pullabhotla, Ateeq Rahman and S. B. Jonnalagadda Catalysis Communications. 10 (2009) 365-369.
[34] D. Tichit, et. al. Applied. Catalysis. A: 159 (1997) 241-258.
[35] Ateeq Rahman. S. B. Jonnalagadda Synthetic Communications 1, 42 (2012) 1091–1100.
[36] B. M. Choudary, M. Lakshmi Kantam, Ateeq Rahman, K. Koteshwar Rao Angewandte. Chemie. 40 (2001) 763-765.
[37] Ateeq Rahman and S. B. Jonnalagadda Oxidation Communications 36 (2013) 261–270.
[38] Ateeq Rahman, and S. B. Jonnalagadda. Oxidation communications: 35 (2012) 99-109.
[39] Ateeq Rahman and Salem S-Al Deyab Applied Catalysis A: General 469 (2014) 517– 523.
[40] Ateeq Rahman, Ilias Ali, Rabeh H Elathy, and Saeed M Al Zahrani NANO 6 (2011) 185-203.
[41] Ateeq Rahman. Bull. Chem. React. Eng. Catal. 5 (2010) 113–126.
[42] Tobias Weinert, Simona G Huwiler, Johannes W Kung, Sina Weidenweber, Petra Hellwig, Hans-Joachim Stärk, Till Biskup, Stefan Weber, Julien J H Cotelesage, Graham N George, Ulrich Ermler & Matthias Boll. Nature Chemical Biology 11 (2015) 586–591 doi: 10.1038/nchembio.1849.
[43] Jafar Mahmoudi, Mohammad Nader Lotfollahi, Ali Haghighi Asl Journal of Industrial and Engineering Chemistry 24 (2015) 113-120.
[44] Georgina C. Laredo, Jesus Castillo, Jose L. Cano. Fuel, 135 (2014) 459-467.
[45] Xuhua Yan, Qi Zhang, Mingqiao Zhu, Zhengbao Wang. Journal of Molecular Catalysis A: Chemical, In Press, Accepted Manuscript, Available online 23 December 2015.
Cite This Article
  • APA Style

    Ateeq Rahman, Andre Pelletier, Mathew Mupa, Courtie Mahamadi, Cexton Musekiwa. (2016). Environment-Friendly Reduction of Aromatics to Alicyclic Compounds at Room Temperature Using Superactive Calcined Ni-Al Hydrotalcite Catalysts. American Journal of Applied Chemistry, 4(1), 18-23. https://doi.org/10.11648/j.ajac.20160401.14

    Copy | Download

    ACS Style

    Ateeq Rahman; Andre Pelletier; Mathew Mupa; Courtie Mahamadi; Cexton Musekiwa. Environment-Friendly Reduction of Aromatics to Alicyclic Compounds at Room Temperature Using Superactive Calcined Ni-Al Hydrotalcite Catalysts. Am. J. Appl. Chem. 2016, 4(1), 18-23. doi: 10.11648/j.ajac.20160401.14

    Copy | Download

    AMA Style

    Ateeq Rahman, Andre Pelletier, Mathew Mupa, Courtie Mahamadi, Cexton Musekiwa. Environment-Friendly Reduction of Aromatics to Alicyclic Compounds at Room Temperature Using Superactive Calcined Ni-Al Hydrotalcite Catalysts. Am J Appl Chem. 2016;4(1):18-23. doi: 10.11648/j.ajac.20160401.14

    Copy | Download

  • @article{10.11648/j.ajac.20160401.14,
      author = {Ateeq Rahman and Andre Pelletier and Mathew Mupa and Courtie Mahamadi and Cexton Musekiwa},
      title = {Environment-Friendly Reduction of Aromatics to Alicyclic Compounds at Room Temperature Using Superactive Calcined Ni-Al Hydrotalcite Catalysts},
      journal = {American Journal of Applied Chemistry},
      volume = {4},
      number = {1},
      pages = {18-23},
      doi = {10.11648/j.ajac.20160401.14},
      url = {https://doi.org/10.11648/j.ajac.20160401.14},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajac.20160401.14},
      abstract = {Calcined Ni-Al hydrotalcite (HT) 2: 1, Cat. A, is a superactive catalyst for reduction of substituted aromatics, i. e. toluene, benzene, nitrobenzene, chloro-, bromo-, and iodobenzene to their respective alicyclic products at room temperature in the presence of molecular hydrogen. Cat. A attained higher conversions compared to calcined Ni-Al hydrotalcites with ratios of 2.5: 1, and 3: 1. Calcined Ni-Al HT is a superactive catalyst whereas catalysts Niγ-Al2O3 or Ni-SiO2 with Ni contents of 2%, 5%, and 10% resulted in poor conversions. In these cases, Ni in association with the respective oxide is the active precursor for molecular hydrogen initiation in the reduction of aromatics to alicyclic compounds. The objective is to evalua4e Ni as the best catalyst for aromatic ring reduction to alicylic molecule. Quantitative yield were obtained for all the substrates toluene, benzene, nitrobenzene, chloro-, bromo-, and iodobenzene to their respective cyclohexanes. These results indicate that hydrogenation with reusable Ni-Al HT catalysts is a green sustainable process and atom economy efficient for the production of various alicyclic compounds.},
     year = {2016}
    }
    

    Copy | Download

  • TY  - JOUR
    T1  - Environment-Friendly Reduction of Aromatics to Alicyclic Compounds at Room Temperature Using Superactive Calcined Ni-Al Hydrotalcite Catalysts
    AU  - Ateeq Rahman
    AU  - Andre Pelletier
    AU  - Mathew Mupa
    AU  - Courtie Mahamadi
    AU  - Cexton Musekiwa
    Y1  - 2016/02/23
    PY  - 2016
    N1  - https://doi.org/10.11648/j.ajac.20160401.14
    DO  - 10.11648/j.ajac.20160401.14
    T2  - American Journal of Applied Chemistry
    JF  - American Journal of Applied Chemistry
    JO  - American Journal of Applied Chemistry
    SP  - 18
    EP  - 23
    PB  - Science Publishing Group
    SN  - 2330-8745
    UR  - https://doi.org/10.11648/j.ajac.20160401.14
    AB  - Calcined Ni-Al hydrotalcite (HT) 2: 1, Cat. A, is a superactive catalyst for reduction of substituted aromatics, i. e. toluene, benzene, nitrobenzene, chloro-, bromo-, and iodobenzene to their respective alicyclic products at room temperature in the presence of molecular hydrogen. Cat. A attained higher conversions compared to calcined Ni-Al hydrotalcites with ratios of 2.5: 1, and 3: 1. Calcined Ni-Al HT is a superactive catalyst whereas catalysts Niγ-Al2O3 or Ni-SiO2 with Ni contents of 2%, 5%, and 10% resulted in poor conversions. In these cases, Ni in association with the respective oxide is the active precursor for molecular hydrogen initiation in the reduction of aromatics to alicyclic compounds. The objective is to evalua4e Ni as the best catalyst for aromatic ring reduction to alicylic molecule. Quantitative yield were obtained for all the substrates toluene, benzene, nitrobenzene, chloro-, bromo-, and iodobenzene to their respective cyclohexanes. These results indicate that hydrogenation with reusable Ni-Al HT catalysts is a green sustainable process and atom economy efficient for the production of various alicyclic compounds.
    VL  - 4
    IS  - 1
    ER  - 

    Copy | Download

Author Information
  • Department of Chemistry, Bindura University of Science Education, Bindura, Zimbabwe

  • Department of Chemical Engineer, University of New Brunswick, Fredericton, Canada

  • Department of Chemistry, Bindura University of Science Education, Bindura, Zimbabwe

  • Department of Chemistry, Bindura University of Science Education, Bindura, Zimbabwe

  • Department of Chemistry, Bindura University of Science Education, Bindura, Zimbabwe

  • Sections