Merrifield Resin-based Imine Compounds and their Co(II), Ni(II) and Cu(II) Complexes: Characterization and Study of their Catalytic Activities

Elif Sari; Mustafa Bal; Mehmet Tumer

doi:10.17776/csj.1799228

Merrifield Resin-based Imine Compounds and their Co(II), Ni(II) and Cu(II) Complexes: Characterization and Study of their Catalytic Activities

Abstract

In the current study, three new polymer- attached imine ligands (PS-L¹—PS-L³) were synthesized from the reaction of chloromethyl polystyrene and the imine compounds (H₂L¹—H₂L³). The Co2+, Ni²⁺ and Cu²⁺ complexes of the polymer- attached ligands were prepared and characterised by the spectroscopic procedures. The redox and photophysical behaviours of the free imine ligands were investigated in solutions. Polymer supported ligands (PS-L¹—PS-L³) and their Co²⁺, Ni²⁺ and Cu²⁺ complexes show good high thermal stabilities. Alkane-oxidation and alkene-epoxidation studies of solid supported metal complexes were carried out by microwave method. In the oxidation studies of the cyclohexane (CYH) and cyclooctane (C₈H₁₆) (CYON), the complexes showed good catalytic conversion rate (up to 90%) but with lower selectivity

Keywords

Catalytic conversion, Epoxidation, Heterogenous catalyst, Oxidation, Polymer- attached imines

Supporting Institution

Kahramanmaraş Sutcu İmam University

Project Number

2013/1-12 YLS

Ethical Statement

Not applicable.

Thanks

We are grateful to the Automatization of KSU Scientific Research Projects (Project No: 2013/1-12 YLS) for the support of this research.

References

Aleku, G. A. (2024). Imine Reductases and Reductive Aminases in Organic Synthesis. ACS Catalysis, 14(19), 14308–14329. https://doi.org/10.3390/ijms25042263
Yan, Q., Wu, X., Jiang, H., Wang, H., Xu, F., Li, H., Zhang, H., & Yang, S. (2024). Transition metals-catalyzed amination of biomass feedstocks for sustainable construction of N-heterocycles. Coordination Chemistry Reviews, 502, 215622. https://doi.org/10.1016/j.ccr.2023.215622
Aziz, K. N., Ahmed, K. M., Omer, R. A., Qader, A. F., & Abdulkareem, E. I. (2024). A review of coordination compounds: structure, stability, and biological significance. Reviews in Inorganic Chemistry. https://doi.org/10.1515/revic-2024-0035
Dhanya, T. M., Rajimon, K. J., Mohanan, N. K., Anilkumar, A., Pillai, S. S., & Mohanan, P. V. (2024). Exploring the Enzyme Inhibition Potential of Schiff Base and Metal Complexes of Benzothiophene Derivatives. Discover Chemistry, 1(1), 48. https://doi.org/10.1007/s44371-024-00048-0
Nidhi, Siddharam, Rao, D. P., Gautam, A. K., Verma, A., & Gautam, Y. (2025). Schiff bases and their possible therapeutic applications: A review. Results in Chemistry, 13, 101941. https://doi.org/10.1016/j.rechem.2024.101941
de França, I. V., Döring, T. H., de Oliveira Neto, F. M., Pedroso, M. J., & da Cruz Júnior, J. W. (2024). Imines and their metal complexes as active drugs against Chagas disease: A review in recent years and analyses of in silico properties. Journal of Molecular Structure, 1314, 138725. https://doi.org/10.1016/j.molstruc.2024.138725
Kainat, S. F., Hawsawi, M. B., Mughal, E. U., Naeem, N., Almohyawi, A. M., Altass, H. M., Hussein, E. M., Sadiq, A., Moussa, Z., Abd-El-Aziz, A. S., & Ahmed, S. A. (2024). Recent developments in the synthesis and applications of terpyridine-based metal complexes: a systematic review. RSC Advances, 14(30), 21464–21537. https://doi.org/10.1039/D4RA04119D
Anane, J., Owusu, E., Rivera, G., & Bandyopadhyay, D. (2024). Iron–Imine Cocktail in Drug Development: A Contemporary Update. International Journal of Molecular Sciences, 25(4), 2263. https://doi.org/10.3390/
ijms25042263
Bhat, M. A., Bhat, S. A., Alabada, R., Kaur, M., Kaur, H., Prasad, G. V. S., Verma, R., Dev, A., Gupta, M., Sinha, A., Dahlous, K. A., & Butcher, R. J. (2024). Effect of hydroxy groups on structural, electronic, and biological properties of methyl carbazate containing hydroxy benzaldehyde-based imines. Journal of Molecular Structure, 1311, 138376. https://doi.org/10.1016/j.molstruc.2024.138376

Goshisht, M. K., Patra, G. K., & Tripathi, N. (2022). Fluorescent Schiff base sensors as a versatile tool for metal ion detection: strategies, mechanistic insights, and applications. Materials Advances, 3(6), 2612–2669. https://doi.org/10.1039/D1MA01175H
Farokhi, A., Lipinski, S., Cavinato, L. M., Shahroosvand, H., Pashaei, B., Karimi, S., Bellani, S., Bonaccorso, F., & Costa, R. D. (2025). Metal complex-based TADF: design, characterization, and lighting devices. Chemical Society Reviews, 54(1), 266–340. https://doi.org/10.1039/D3CS01102J
Tawfiq, K. M., Al Naymi, H. A. S., Obaid, S. M. H., Jarad, A. J., Al‐Noor, T. H., & Al‐Sarray, A. J. (2025). Synthesis, Characterization, Molecular Docking, Cytotoxicity, and Antimicrobial Activity of Schiff Base Ligand and Its Metal Complexes. Applied Organometallic Chemistry, 39(1). https://doi.org/10.1002/aoc.7781
Khabibjonovich, A. A., Yusupboevich, Y. Y., Zamirovich, A. B., Khamidjanovich, R. A., Sadullayevich, N. A., Behzodjon, M. D., Kodamboevich, K. P., Abdullaev, I. I., Balakrishnan, C., Tulaganovich, I. B., Mengnorovich, A. J., Gao, J., & Bakhtiyarovich, I. A. (2025). Two dimensional coordination polymer of pb(II) complex with m-sulfanilic acid. Adsorption, 31(2), 32. https://doi.org/10.1007/s10450-024-00587-z
Wu, S., Huang, X., Fu, S., Li, Z., Yin, S., Liao, W., Wang, M., Lu, Y., Bonn, M., Sun, Y., Feng, X., & Xu, W. (2025). Selenium‐Substitution Strategy for Enhanced Mobility, Tunable Bandgap, and Improved Electrochemical Energy Storage in Semiconducting Conjugated Coordination Polymers. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.202419865
Peng, L., Odnoroh, M., Destarac, M., Coppel, Y., Delmas, C., Benoit-Marquié, F., Mingotaud, C., & Marty, J.-D. (2025). How tailor-made copolymers can control the structure and properties of hybrid nanomaterials: the case of polyionic complexes. Nanoscale. https://doi.org/10.1039/
D4NR04332D
Zhao, Z., Melinte, G., Lei, Y., Guo, D., Hedhili, M. N., Shi, Z., Qasem, H., & Alshareef, H. N. (2025). New Dissolution Chemistry of Nylon Promises Reversible Li-Metal Batteries. ACS Energy Letters, 1129–1138. https://doi.org/
10.1021/acsenergylett.4c03221
Blasco, E., Sims, M. B., Goldmann, A. S., Sumerlin, B. S., & Barner-Kowollik, C. (2017). 50th Anniversary Perspective: Polymer Functionalization. Macromolecules, 50(14), 5215–5252. https://doi.org/10.1021/acs.macromol.7b00465
Qin, C., Wang, Y., Hu, J., Wang, T., Liu, D., Dong, J., & Lu, Y. (2023). Artificial Olfactory Biohybrid System: An Evolving Sense of Smell. Advanced Science, 10(5). https://doi.org/10.1002/advs.202204726
Zhang, Z., Lu, Y., Zhao, Y., Cui, L., Xu, C., & Wu, S. (2025). Current Developments in Chitosan‐Based Hydrogels for Water and Wastewater Treatment: A Comprehensive Review. ChemistrySelect, 10(6). https://doi.org/10.1002/
slct.202404061
Wang, S., Li, J., Ren, F., Zhang, J., Song, W., & Ren, L. (2025). New Dawn in the Treatment of Rheumatoid Arthritis: Advanced Insight into Polymer Hydrogel Research. Gels, 11(2), 136. https://doi.org/10.3390/gels11020136
Moulay, S. (2018). Functionalized Polystyrene and Polystyrene-Containing Material Platforms for Various Applications. Polymer-Plastics Technology and Engineering, 57(11), 1045–1092. https://doi.org/10.1080/03602559.2017.1370109
Kaliyappan, T., & Kannan, P. (2000). Co-ordination polymers. Progress in Polymer Science, 25(3), 343–370. https://doi.org/10.1016/S0079-6700(00)00005-8
Dolaz, M., McKee, V., Gölcü, A., & Tümer, M. (2009). Synthesis, structural characterization, thermal and electrochemical studies of the N,N′-bis[(3,4-dichlorophenyl)methylidene]cyclohexane-1,4-diamine metal complexes. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 71(5), 1648–1654. https://doi.org/10.1016/j.saa.2008.06.012
Daştan, A., Kulkarni, A., & Török, B. (2012). Environmentally benign synthesis of heterocyclic compounds by combined microwave-assisted heterogeneous catalytic approaches. Green Chemistry, 14(1), 17–37. https://doi.org/10.1039/C1GC15837F
Wang, D., & Astruc, D. (2017). The recent development of efficient Earth-abundant transition-metal nanocatalysts. Chemical Society Reviews, 46(3), 816–854. https://doi.org/10.1039/C6CS00629A
Gennari, C., & Piarulli, U. (2003). Combinatorial Libraries of Chiral Ligands for Enantioselective Catalysis. Chemical Reviews, 103(8), 3071–3100. https://doi.org/10.1021/cr020058r
Maurya, A. (2026). Carbonaceous supports for Schiff base metal complexes: Strategies for enhanced catalytic efficiency. iScience, 29(3), 114688. https://doi.org/
10.1016/j.isci.2026.114688
Kamacı, M., & Kaya, İ. (2014). Synthesis, Thermal and Morphological Properties of Polyurethanes Containing Azomethine Linkage. Journal of Inorganic and Organometallic Polymers and Materials, 24(5), 803–818. https://doi.org/10.1007/s10904-014-0046-8
Kumar Jha, R., & Kumar, S. (2024). Direct Functionalization of para‐Quinones: A Historical Review and New Perspectives. European Journal of Organic Chemistry, 27(27). https://doi.org/10.1002/ejoc.202400535
Orselli, E., Kottas, G. S., Konradsson, A. E., Coppo, P., Fröhlich, R., De Cola, L., van Dijken, A., Büchel, M., & Börner, H. (2007). Blue-Emitting Iridium Complexes with Substituted 1,2,4-Triazole Ligands: Synthesis, Photophysics, and Devices. Inorganic Chemistry, 46(26), 11082–11093. https://doi.org/10.1021/ic701110p
Ceyhan, G., Köse, M., McKee, V., Uruş, S., Gölcü, A., & Tümer, M. (2012). Tetradentate Schiff base ligands and their complexes: Synthesis, structural characterization, thermal, electrochemical and alkane oxidation. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 95, 382–398.

Details

Primary Language

English

Subjects

Bioinorganic Chemistry, Organometallic Chemistry, Organic Chemical Synthesis

Journal Section

Research Article

Authors

Elif Sari
0009-0008-8507-5058
Türkiye

Mustafa Bal ^*
0000-0003-2576-3947
Türkiye

Mehmet Tumer
0000-0002-1882-429X
Türkiye

Publication Date

April 29, 2026

Submission Date

October 8, 2025

Acceptance Date

March 23, 2026

Published in Issue

Year 2026 Volume: 47 Number: 2

DOI

https://doi.org/10.17776/csj.1799228

IZ

https://izlik.org/JA67JT38NS

APA

Sari, E., Bal, M., & Tumer, M. (2026). Merrifield Resin-based Imine Compounds and their Co(II), Ni(II) and Cu(II) Complexes: Characterization and Study of their Catalytic Activities. Cumhuriyet Science Journal, 47(2), 298-310. https://doi.org/10.17776/csj.1799228

AMA

1.Sari E, Bal M, Tumer M. Merrifield Resin-based Imine Compounds and their Co(II), Ni(II) and Cu(II) Complexes: Characterization and Study of their Catalytic Activities. CSJ. 2026;47(2):298-310. doi:10.17776/csj.1799228

Chicago

Sari, Elif, Mustafa Bal, and Mehmet Tumer. 2026. “Merrifield Resin-Based Imine Compounds and Their Co(II), Ni(II) and Cu(II) Complexes: Characterization and Study of Their Catalytic Activities”. Cumhuriyet Science Journal 47 (2): 298-310. https://doi.org/10.17776/csj.1799228.

EndNote

Sari E, Bal M, Tumer M (April 1, 2026) Merrifield Resin-based Imine Compounds and their Co(II), Ni(II) and Cu(II) Complexes: Characterization and Study of their Catalytic Activities. Cumhuriyet Science Journal 47 2 298–310.

IEEE

[1]E. Sari, M. Bal, and M. Tumer, “Merrifield Resin-based Imine Compounds and their Co(II), Ni(II) and Cu(II) Complexes: Characterization and Study of their Catalytic Activities”, CSJ, vol. 47, no. 2, pp. 298–310, Apr. 2026, doi: 10.17776/csj.1799228.

ISNAD

Sari, Elif - Bal, Mustafa - Tumer, Mehmet. “Merrifield Resin-Based Imine Compounds and Their Co(II), Ni(II) and Cu(II) Complexes: Characterization and Study of Their Catalytic Activities”. Cumhuriyet Science Journal 47/2 (April 1, 2026): 298-310. https://doi.org/10.17776/csj.1799228.

JAMA

1.Sari E, Bal M, Tumer M. Merrifield Resin-based Imine Compounds and their Co(II), Ni(II) and Cu(II) Complexes: Characterization and Study of their Catalytic Activities. CSJ. 2026;47:298–310.

MLA

Sari, Elif, et al. “Merrifield Resin-Based Imine Compounds and Their Co(II), Ni(II) and Cu(II) Complexes: Characterization and Study of Their Catalytic Activities”. Cumhuriyet Science Journal, vol. 47, no. 2, Apr. 2026, pp. 298-10, doi:10.17776/csj.1799228.

Vancouver

1.Elif Sari, Mustafa Bal, Mehmet Tumer. Merrifield Resin-based Imine Compounds and their Co(II), Ni(II) and Cu(II) Complexes: Characterization and Study of their Catalytic Activities. CSJ. 2026 Apr. 1;47(2):298-310. doi:10.17776/csj.1799228

As of 2026, Cumhuriyet Science Journal will be published in six issues per year, released in February, April, June, August, October, and December

Merrifield Resin-based Imine Compounds and their Co(II), Ni(II) and Cu(II) Complexes: Characterization and Study of their Catalytic Activities

Abstract

Keywords

Supporting Institution

Project Number

Ethical Statement

Thanks

References

Details

Primary Language

Subjects

Journal Section

Authors

Publication Date

Submission Date

Acceptance Date

Published in Issue

DOI

IZ

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