skip to main content

Nickel-phenanthroline Complex Supported on Mesoporous Carbon as a Catalyst for Carboxylation under CO2 Atmosphere

1Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia, Indonesia

2Solid Inorganic Framework Laboratory, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia, Indonesia

Received: 10 Dec 2020; Revised: 28 Feb 2021; Accepted: 1 Mar 2021; Available online: 3 Mar 2021; Published: 31 Mar 2021.
Editor(s): Istadi Istadi
Open Access Copyright (c) 2021 by Authors, Published by BCREC Group under

Citation Format:
Cover Image

Carbon dioxide is a highly potential renewable C1 source for synthesis of fine chemicals. Utilization of CO2 in carboxylation reactions requires catalysts, such as: nickel complex for CO2 activation. However, the use of homogeneous catalysts in the reaction is still less efficient due to the difficulty of separating the product and catalyst from reaction mixture. Therefore, it is necessary to heterogenize the nickel complex in a solid support such as mesoporous carbon. In this report, mesoporous carbon (MC) prepared from phloroglucinol and formaldehyde through soft template method was used as a solid support for Ni-phenanthroline complex (Ni-phen). The catalyst was characterized by Fourier Transform Infra Red (FT-IR), X-Ray Diffraction (XRD), Scanning Electron Microscope - Energy Dispersive X-Ray (SEM-EDX), and Surface Area Analyzer (SAA). The result of SAA characterization showed that the pore diameter of MC was 6.7 nm and Ni-phen/MC was 5.1 nm which indicates that the materials have meso-size pores. Ni-phen/MC material was then used as a heterogeneous catalyst in the carboxylation reaction of phenylacetylene under an ambient CO2 pressure. The reactions were carried out in several variations of conditions such as temperature, time and catalyst types. Based on the results of the reaction, the best conditions were obtained at 25 °C for 8 h of reaction time using Ni-phen/MC catalyst.  Copyright © 2021 by Authors, Published by BCREC Group. This is an open access article under the CC BY-SA License (


Fulltext View|Download
Keywords: carboxylation; CO2; mesoporous carbon; nickel complex; phenanthroline
Funding: Kementerian Riset dan Teknologi/BRIN under contract NKB-2812/UN2.RST/HKP.05.00/2020

Article Metrics:

  1. Juliá-Hernández, F., Gaydou, M., Serrano, E., Gemmeren, M. van, Martin, R. (2016). Ni- and Fe-catalyzed Carboxylation of Unsaturated Hydrocarbons with CO2. Topics in Current Chemistry, 374(45), 1–39, doi: 10.1007/s41061-016-0045-z
  2. Liu, Q., Wu, L., Jackstell, R., Beller, M. (2015). Using carbon doxide as a building block in organic synthesis. Nature Communications, 6, 5933, doi: 10.1038/ncomms6933
  3. Song, Q.-W., Zhou, Z.-H., He, L.-N. (2017). Efficient, selective and sustainable catalysis of carbon dioxide. Green Chemistry, 19(16), 3707–3728, doi: 10.1039/c7gc00199a
  4. Leung, C.-F., Ho, P.-Y. (2019). Molecular catalysis for utilizing CO2 in fuel electro-generation and in chemical feedstock. Catalysts, 9(9), 760, doi: 10.3390/catal9090760
  5. Fujihara, T., Nogi, K., Xu, T., Terao, J., Tsuji, Y. (2012). Nickel-Catalyzed Carboxylation of Aryl and Vinyl Chlorides Employing Carbon Dioxide. Journal of the American Chemical Society, 134(22), 9106–9109, doi: 10.1021/ja303514b
  6. Fujihara, T., Horimoto, Y., Mizoe, T., Sayyed, F. B., Tani, Y., Terao, J., Sakaki, S., Tsuji, Y. (2014). Nickel-Catalyzed Double Carboxylation of Alkynes Employing Carbon Dioxide. Organic Letters, 16(18), 4960–4963, doi: 10.1021/ol502538r
  7. Doi, R., Abdullah, I., Taniguchi, T., Saito, N., Sato, Y. (2017). Nickel-catalyzed hydrocarboxylation of ynamides with CO2 and H2O: Observation of unexpected regioselectivity. Chemical Communications, 53(55), 7720–7723, doi: 10.1039/C7CC03127K
  8. Doi, R., Okano, T., Abdullah, I., Sato, Y. (2019). Nickel-catalyzed b-carboxylation of ynamides with carbon dioxide. Synlett, 30(9), 1048–1052, doi: 10.1055/s-0037-1611529
  9. Górka, J., Zawislak, A., Choma, J., Jaroniec, M. (2008). KOH activation of mesoporous carbons obtained by soft-templating. Carbon, 46, 1159–1174, doi: 10.1016/j.carbon.2008.03.024
  10. Yuan, D., Yuan, X., Zou, W., Zeng, F., Huang, X., Zhou, S. (2012). Synthesis of graphitic mesoporous carbon from sucrose as a catalyst support for ethanol electro-oxidation. Journal of Materials Chemistry, 22, 17820–17826, doi: 10.1039/C2JM33658H
  11. Nanaji, K., Jyothirmayi, A., Varadaraju, U., Rao, T.N., Anandan, S. (2017). Facile synthesis of mesoporous carbon from furfuryl alcohol-butanol system by EISA process for supercapacitors with enhanced rate capability. Journal of Alloys and Compounds, 723(5), 488–497, doi: 10.1016/j.jallcom.2017.06.231
  12. Liu, L., Wang, F.-Y., Shao, G.-S., Ma, T.-Y., Yuan, Z.-Y. (2010). Synthesis of ultra-large mesoporous carbons from triblock copolymers and phloroglucinol/formaldehyde polymer. Carbon, 48(9), 2660–2664, doi: 10.1016/j.carbon.2010.03.035
  13. Ignat, M., Sacarescu, L., Cool, P., Harabagiu, V. (2015). Glycerol-derived Mesoporous Carbon: N2-sorption and SAXS Data Evaluation. Materials Today: Proceedings, 2(6), 3836–3845, doi: 10.1016/j.matpr.2015.08.012
  14. Ulfa, M., Trisunaryanti, W., Falah, I.I., Kartini, I. (2016). Wormhole-Like Mesoporous Carbons from Gelatine as Multistep Infiltration Effect. Indonesian Journal of Chemistry, 16(3), 239 – 242, doi: 10.22146/ijc.21137
  15. Hadi, A., Abdullah, I., Krisnandi, Y.K. (2020). Preliminary study on carboxylation reaction of phenylacetylene with CO2 using nickel catalyst impregnated on mesoporous carbon. IOP Conference Series: Materials Science and Engineering, 763, 012008, doi: 10.1088/1757-899X/763/1/012008
  16. Lestari, W.W., Wibowo, A.H., Astuti, S., Irwinsyah, I., Pamungkas, A.Z., Krisnandi, Y.K. (2018). Fabrication of hybrid coating material of polypropylene itaconate containing MOF-5 for CO2 capture. Progress in Organic Coatings, 115, 49–55, doi: 10.1016/j.porgcoat.2017.11.006
  17. Amalia, P.N., Abdullah, I., Rahayu, D.U.C., Krisnandi, Y.K. (2021). Synthesis and Characterization of Copper Impregnated Mesoporous Carbon as Heterogeneous Catalyst for Phenylacetylene Carboxylation with Carbon Dioxide. Indonesian Journal of Chemistry, 21(1), 77–87, doi: 10.22146/ijc.52778
  18. Liang, C., Dai, S. (2006). Synthesis of Mesoporous Carbon Materials via Enhanced Hydrogen-Bonding Interaction. Journal of the American Chemical Society, 128(16), 5316–5317, doi: 10.1021/ja060242k
  19. Tabatabaee, M., Zaji, N., Parvez, M. (2011). Tris(1,10-phenanthroline-k2N,N')-nickel(II) dinitrate tetrahydrate. Acta Crystallographica, 67, 1794–1795, doi: 10.1107/S160053681104880X
  20. Sulistianti, I., Krisnandi, Y.K., Moenandar, I. (2017). Study of CO2 adsorption capacity of mesoporous carbon and activated carbon modified by triethylenetetramine (TETA). IOP Conference Series: Materials Science and Engineering, 188, 012041, doi: 10.1088/1742-6596/755/1/011001
  21. Pamungkas, A.Z., Abdullah, I., Krisnandi, Y.K. (2019). Synthesis and characterization of Ni nanoparticles supported on nitrogen-doped mesoporous carbon. IOP Conference Series: Materials Science and Engineering, 496, 012003, doi: 10.1088/1757-899X/496/1/012003
  22. Ardhyarini, N., Krisnandi, Y.K. (2017). Carbon dioxide capture by activated methyl diethanol amine impregnated mesoporous carbon. AIP Conference Proceedings, 1862, 030090, doi: 10.1063/1.4991194
  23. Anbia, M., Salehi, S. (2016). Synthesis of polyaniline/mesoporous carbon nanocomposites and their application for CO2 sorption. Journal of Polymer Research, 23(7), 124. doi: 10.1007/s10965-016-1014-5

Last update:

No citation recorded.

Last update:

No citation recorded.