Synthesis, Crystal Structure, and Catalytic Activity of a Calcium(II) Complex with 4-Formylbenzene-1,3-disulfonate-isonicotinic Acid Hydrazone

Copyright (c) 2018 Bulletin of Chemical Reaction Engineering & Catalysis
Creative Commons License
This work is licensed under a Creative Commons Attribution-ShareAlike 4.0 International License.
Cover Image

Article Metrics: (Click on the Metric tab below to see the detail)

Article Info
Submitted: 13-12-2017
Published: 04-12-2018
Section: Original Research Articles
Fulltext PDF Tell your colleagues Email the author

A new calcium(II) complex was synthesized by one-pot synthesis method from disodium 4-formylbenzene-1,3-disulfonate, isonicotinic acid hydrazide and Ca(ClO4)2•2H2O. The structure of calcium(II) complex was determined by elemental analysis, IR and single crystal X-ray diffraction. The results show that the Ca(II) complex molecules form 3D network structure by the interactions of π-π stacking and hydrogen bonds. The Ca(II) complex catalyst could efficiently catalyse oxidation of benzylic alcohol with good conversion of benzyl alcohol (78 %) and excellent selectivity of benzaldehyde (98 %).Copyright © 2018 BCREC Group. All rights reserved.

Received: 13rd December 2017; Revised: 23rd May 2018; Accepted: 23rd May 2018

How to Cite: Tai, X.S., Li, P.F., Liu, L.L. (2018). Synthesis, Crystal Structure, and Catalytic Activity of a Calcium(II) Complex with 4-Formylbenzene-1,3-disulfonate-isonicotinic Acid Hydrazone. Bulletin of Chemical Reaction Engineering & Catalysis, 13 (3): 429-435 (doi:10.9767/bcrec.13.3.1961.429-435)




Ca(II) Complex Catalyst; Synthesis; Structural Characterization; Catalytic Activity

  1. Xi-Shi Tai 
    College of Chemistry and Chemical Engineering, Weifang University , Weifang 261061, China
  2. Peng-Fei Li 
    College of Chemical Engineering, Qingdao University of Science and Technology , Qingdao 266061, China
  3. Li-Li Liu 
    College of Chemistry and Chemical Engineering, Weifang University , Weifang 261061, China
  1. Huang, Y.B., Liang, J., Wang, X.S., Cao, R. (2017). Multifunctional Metal–Organic Framework Catalysts: Synergistic Catalysis and Tandem Reactions. Chemical Society Reviews, 46: 126-157.
  2. Han, H.L., Liu, Y., Liu, J.Y., Nomura, K., Lia, Y.S. (2013). Synthesis of Binuclear Phenoxyimino Organoaluminum Complexes and Their Use as The Catalyst Precursors for Efficient Ring-Opening Polymerisation of ε-Caprolactone. Dalton Transactions, 42: 12346-12353.
  3. Chai, Z., Wang, Y.M., Tang, M.J., Mu, X.L., Hou, J.S., Yang, G.S. (2017). Chiral Rare-Earth Metal Complexes with a Tridentate Amido-Fluorenyl Ligand: Syntheses, structures and Catalytic Performance. Journal of Organometallic Chemistry, 846: 236-241.
  4. Li, B., leng, K., Zhang, Y., Dynes, J.J., Wang, J., Hu, Y., Ma, D., Shi, Z., Zhu, L., Zhang, D., Sun, Y., Chrzanowski, M., Ma, S. (2015). Metal-Organic Framework based Upon the Synergy of a Brönsted Acid Framework and Lewis Acid Centers as a Highly Efficient Heterogeneous Catalyst for Fixed-bed Reactions. Journal of the American Chemical Society, 137: 4243-4248.
  5. Kim, J., Kim, S.N., Jang, H.G., Seo, G., Ahn, W.S. (2013). CO2 Cycloaddition of Styrene Oxide Over MOF Catalysts. Applied Catalysis A, 453: 175-180.
  6. Yang, G., Schaffner, B., Blug, M., Hensen, E.J.M., Pidko, E.A. (2014). A Mechanistic Study of Ni-catalyzed Carbon Dioxide Coupling with Ethylene towards the Acrylic Acid Manufacture. ChemCatChem., 6: 800-807.
  7. Liu, L.L., Yu, C.X., Zhou, W., Zhang, Q.G., Liu, S.M., Shi, Y.F. (2016). Construction of Four Zn(II) Coordination Polymers Used as Catalysts for the Photodegradation of Organic Dyes in Water. Polymers, 8: 3.
  8. Wang, L.H., Liang, L., Li, P.F. (2017). Synthesis, Crystal Structure, Catalytic Properties, and Luminescent of a Novel Eu(III) Complex Material with 4-Imidazole-carboxaldehyde-pyridine-2-carbohydrazone. Bulletin of Chemical Reaction Engineering & Catalysis, 12:185-190.
  9. Wang, L.H., Liang, L., Wang, X. (2017). Synthesis, Structural Characterization and Catalytic Activity of A Cu(II) Coordination Polymer Constructed from 1,4-Phenylenediacetic Acid and 2,2’-Bipyridine. Bulletin of Chemical Reaction Engineering & Catalysis, 12: 113-118.
  10. Beyzavi, M.H., Vermeulen, N.A., Howarth, A.J., Tussupbayev, S., League, A.B., Schweitzer, N.M., Gallagher, J.R., Platero-Prats, A.E., Hafezi, N., Sarjeant, A.A., Miller, J.T., Chapman, K.W., Stoddart, J.F., Carmer, C.J., Hupp, J.T., Farha, O.K. (2015). A Hafnium-Based Metal–Organic Framework as a Nature-Inspired Tandem Reaction Catalyst. Journal of the American Chemical Society, 137: 13624-13631.
  11. Song, F., Wang, C., Falkowski, J.M., Ma, L., Lin, W. (2010). Isoreticular Chiral Metal−Organic Frameworks for Asymmetric Alkene Epoxidation: Tuning Catalytic Activity by Controlling Framework Catenation and Varying Open Channel Sizes. Journal of the American Chemical Society, 132: 15390-15398.
  12. Xiong, J., Zhang, J.J., Sun, Y.Y., Dai, Z.R., Pan, X.B., Wu, J.C. (2015). Iso-Selective Ring-Opening Polymerization of Rac-Lactide Catalyzed by Crown Ether Complexes of Sodium and Potassium Naphthalenolates. Inorganic Chemistry, 54: 1737-1743.
  13. Vermoortele, F., Ameloot, R., Vimont, A., Serre, C., Vos, D.D. (2011). An Amino-Modified Zr-Terephthalate Metal-Organic Framework as an Acid-Base Catalyst for Cross-Aldol Condensation. Chemical Communications, 47: 1521-1523.
  14. Dau, P.V., Cohen, S.M. (2015). A Bifunctional, Site-Isolated Metal–Organic Framework-Based Tandem Catalyst. Inorganic Chemistry, 54: 3134-3138.
  15. Yang, Y., Yao, H.F., Xi, F.G., Gao, E.Q. (2014). Amino-Functionalized Zr(IV) Metal-Organic Framework as Bifunctional Acid-Base Catalyst for Knoevenagel Condensation. Journal of Molecular Catalysis A: Chemical, 390: 198-205.
  16. Rasero-Almansa, A.M., Corma, A., Iglesias, M., Sanchez, F. (2014). Design of a Bifunctional Ir–Zr Based Metal–Organic Framework Heterogeneous Catalyst for the N-Alkylation of Amines with Alcohols. ChemCatChem, 6: 1794-1800.
  17. Gascon, J., Aktay, U., Hernandezalonso, M., Vanklink, G., Kapteijn, F. (2009). Amino-Based Metal-Organic Frameworks as Stable, Highly Active Basic Catalysts. Journal of Catalysis, 261: 75-87.
  18. Wu, P., Wang, J., Li, Y., He, C., Xie, Z., Duan, C. (2011). Luminescent Sensing and Catalytic Performances of a Multifunctional Lanthanide-Organic Framework Comprising a Triphenylamine Moiety. Advanced Functional Materials, 21: 2788-2794.
  19. Valvekens, P., Vandichel, M., Waroquier, M., Speybroeck, V.V., Vos, D.D. (2014). Metal-Dioxidoterephthalate MOFs of the MOF-74 Type: Microporous Basic Catalysts with Well-Defined Active Sites. Journal of Catalysis, 317: 1-10.
  20. Sierra, M.P., Rasero-Almansa, A.M., Corma, A., Felix-Sanchez, M.I. (2013). Bifunctional Iridium-(2-aminoterephthalate)–Zr-MOF Chemoselective Catalyst for the Synthesis of Secondary Amines by One-Pot Three-Step cascade Reaction. Journal of Catalysis, 299: 137-145.
  21. Cai, J., Lu, J.Y., Chen, Q.Y., Qu, L.L., Lu, Y.Q., Gao, G.F. (2014). Eu-Based MOF/graphene Oxide Composite: a Novel Photocatalyst for the Oxidation of Benzyl Alcohol Using Water as Oxygen Source. New Journal of Chemistry, 41: 3882–3886.
  22. Tan, T.H., Scott, J., Ng, Y.H., Taylor, R.A., Aguey-zinsou, K.F., Amal, R. (2016). C–C Cleavage by Au/TiO2 During Ethanol Oxidation: Understanding Bandgap Photoexcitation and Plasmonically Mediated Charge Transfer via Quantitative in situ Drifts. ACS Catalysis, 6: 8021–8029.
  23. Zhou, H., Xiao, L.P., Liu, X.N., Li, S., Kobayashi, H., Zheng, X.M., Fan, J. (2012). Defect-less, Layered Organo-titanosilicate with Superhydrophobicity and Its Catalytic Activity in Room-temperature Olefin Epoxidation. Chemical Communications, 55: 6954–6956.
  24. Tai, X.S., Liu, L.L., Yin, J. (2014). Synthesis, Crystal Structure of Tetra-Nuclear Macrocyclic Cu(II) Complex Material and Its Application as Catalysts for A3 Coupling Reaction. Journal of Inorganic and Organometallic Polymers and Materials, 24: 1014 -1020.
  25. Wang, L.H., Wang, X., Tai, X.S. (2017). Synthesis, Crystal Structure and Catalytic Activity of a 1D Chained Ca(II) Coordination Polymer with 3,5-Bis(4-pyridylmethoxy)benzoate Ligand. Crystals, 7: 72.
  26. Tai, X.S., Li, P.F., Wang, X., Liu, L.L. (2017). Synthesis, Structural Characterization, and Catalytic Property of A Zn(II) Complex with 5-Bromosalicylaldehyde Ligand. Bulletin of Chemical Reaction Engineering & Catalysis, 12: 364-369.
  27. Tai, X.S., Guo, Q.Q., Li, P.F., Liu, L.L. (2018). A Ca(II) Coordination Polymer of 2-Carboxybenzaldehyde: Synthesis, Crystal Structure, and Catalytic Activity in Oxidation of Benzyl Alcohol. Crystals, 8: 150.
  28. Sheldrick, G.M. (1997). SHELXL-97, Pro-gram for Crystal Structure Solution. Univer-sity of Göttingen: Göttingen, Germany.
  29. Sheldrick, G.M. (2015). SHELXT-Integrated space-group and crystal-structure determination. Acta Crystallographica, C71: 3-8.
  30. Tai, X.S., Wang, X. (2015). Synthesis and Crystal Structure of a 1D Chained Coordination Polymer Constructed from Ca2+ and 2-[(E)-(2-Furoylhydrazono) methyl]benzene sulfonate. Crystals, 5: 458-465.