Novel Al(III) and In(III) complexes containing acesulfame and nicotinamide/N,N-diethylnicotinamide ligands. Synthesis and structural characterization

Year 2024, Volume: 1 Issue: 1, 29 - 38, 31.07.2024

Halide Kundakcı , Dursun Ali Köse

Abstract

Single-ligand (acesulfame) and mixed-ligand (acesulfame-nicotinamide) complexes of Aluminum (Al) and Indium (In) metal cations with 3+ oxidation steps in the 3A group, called earth metals, were synthesized and their structural characterizations were examined. The chemical compositions of the complexes were investigated by elemental analysis method, their binding properties by infrared and solid state UV-Vis spectroscopy, their degradation products analysis by GC-MS spectroscopy and their thermal behavior by TGA/DTA/DrTGA analysis. Acesulfame molecule, which is frequently used in industry, especially as an artificial sweetener, attracts attention as a valuable ligand in terms of coordination chemistry, thanks to the many electron-donating active groups it contains. It is also an easy ligand to work with, as it can form solids by precipitating to obtain a single crystal in coordination compounds. Although complex structures with transition metals are frequently found in the literature, studies on earth elements have not yet been found. It is important that the studies to be carried out in terms of characterization studies of the structures to be obtained and materials that can be used for industry contribute to the literature.

Keywords

Acesulfame, nicotinamide, N, N-diethylnicotinamide, structural characterization, coordination compounds, metal complexes

References

• Yalamanchi S, Srinath R, Dobs A. Encyclopedia of Food and Health Acesulfame – K. Amsterdam: Elsevier Inc.; 2015.
• Yıldırım T, Köse DA, Avcı GA, and et al. Novel Mixed Ligand Complexes of Acesulfame / N,N-diethylnicotinamide with Some Transition Metals. Synthesis and Crystal Structural Characterization, Journal of Coordination Chemistry 2019;72(22-24):3502-3517. doi:10.1080/00958972.2019.1705970
• Clauss K, Jensen H. Oxathiazinone dioxides – A new group of sweetening agents. Angewandte Chemie International Edition in English 1973;12(11):869-942. doi:10.1002/anie.197308691
• İçbudak H, Heren Z, Uyanık A, and et al. Prediction of the decomposition pathway of diaquabis(N,N-dimethyl-1,2-ethanediamine) nickel(II) acesulfamate by thermal and mass spectroscopic data. Journal of Thermal Analysis and Calorimetry 2005;82(2):303-306. doi:10.1007/s10973-005-0894-0
• Bulut A, İçbudak H, Sezer G, and et al. Bis(acesulfamato-2N3,O4)bis(2-aminopyirimidine-N1)copper(II). Acta Crystallographica 2005;C61:228-230. doi:10.1107/S0108270105008188
• İçbudak H, Adıyaman E, Çetin N, and et al. Synthesis, structural characterization and chromotropism of a Ni(II) and a Co(II) compound with acesulfamate as a ligand. Transition Metal Chemistry 2006;31:666-672. doi:10.1007/s11243-006-0045-x
• Yurdakul Ö, Köse DA, Şahin O, and et al. Two novel mixed-ligand zinc-acesulfame compounds: Synthesis, spectroscopic and thermal characterization and biological applications. Journal of Molecular Structure 2020;1203:127265. doi:10.1016/j.molstruc.2019.127265
• Yurdakul Ö, Köse DA, Şahin O, and et al. Novel Mn(II) and Co(II) mixed-ligand coordination compounds with acesulfame and 3-aminopyridine: Synthesis and structural properties. Journal of Coordination Chemistry (2021;74(7):1168-1180. doi:10.1080/00958972.2021.1888083
• Çetin N. Synthesis, Structure, Spectroscopic, Thermal and Chromotropic Properties of Some Acesulfame-Transition Metal Complexes, Master's Thesis, Ondokuz Mayıs University, Institute of Science and Technology, Samsun, 2005.
• Şahin ZS, Demir M, Yıldırım T, and et al. Novel Mixed Ligand Complexes of Co(II), Ni (II), Cu(II), and Zn(II) with 1,10-Phenanthroline and Acesulfame. Synthesis, Structural Analysis and Hydrogen Adsorption Study. International Journal of Hydrogen Energy 2021;46(54):27631-27642. doi:10.1016/j.ijhydene.2021.06.026
• Yıldırım T, Köse DA, Avcı E, and et al. Novel mixed ligand complexes of acesulfame / nicotinamide with some transition metals. Synthesis, crystal structural characterization, and biological properties. Journal of Molecular Structure 2019;1176:576-582. doi:10.1016/j.molstruc.2018.08.099
• Sahin O, İçbudak H, Buyukgungor O. Synthesis and Crystal Structure of Trans-bis (acesulfamato-O) tetraaquazinc (II). Chinese Journal of Structural Chemistry 2010;29(7):1047-1050.
• Yurdakul Ö, Köse DA. Mixed Ligand Complexes of Acesulfame/Nicotinamide with Earth Alkaline Metal Cations MgII, CaII, BaII and SrII. Synthesis and Characterization. Hittite Journal of Science and Engineering 2014;1(1):51-57. doi:10.17350/HJSE19030000008
• Yurdakul Ö, Demirtaş G, Dege N, and et al. Crystal Structure, Thermal Analysis, Spectroscopic Studies and DFT Calculations on Hexaaquamagnesium(II) Acesulfamate. Hacettepe Journal of Biology & Chemistry 2016;44(1):95-106.
• Demirtaş G, Dege N, İçbudak H, and et al. Experimental and DFT Studies on Poly[di-μ3-acesulfamato-O,O:O′;O′:O,O-di-μ-acesulfamato-O,O; N-di-μ-aqua-dicalcium(II)] Complex, Journal of Inorganic and Organometallic Polymers and Materials 2012;22:671-679. doi:10.1007/s10904-012-9679-7
• İçbudak H, Demirtaş G, Dege N. Experimental and theoretical (DFT) studies on poly[octa-μ3-acesulfamato-O,O:N,Oʹ;Oʹ,N:O,O-tetraaquatetrabarium(II)] and poly[octa-μ3-acesulfamato-O,O:N,Oʹ;Oʹ,N:O,O-tetraaquatetrastrontium(II)] complexes. Macedonian Journal of Chemistry and Chemical Engineering 2015;34(1):105-114.
• Zeybel L, Köse DA. Acesulfame complex compounds of some lanthanide group metal cations. Synthesis and characterization, Journal of Molecular Structure 2021;1226:129399. doi:10.1016/j.molstruc.2020.129399
• Zeybel L, Köse DA. Novel mixed ligand coordination compounds of some rare metal cations containing acesulfame/N,N-diethylnicotinamide. Journal of Turkish Chemistry 2021;45:1004-1015. doi:10.3906/kim-2012-47
• Zeybel L, Köse DA. Novel mixed ligand complexes of rare earth metal cations containing acesulfame / nicotinamide. Synthesis and structural characterizations. Journal of Molecular Structure 2023;1290:135979. doi:10.1016/j.molstruc.2023.135979
• Edebalı S. Synthesis and Properties of Nicotinamide, Isonicotinamide and N,N-Diethylnicotinamide Complexes of Zinc p-Fluoro and p-Bromobenzoates, Master's Thesis, Kafkas University, Institute of Science and Technology, Kars 2007.
• Köse DA. Synthesis and Structure Investigation of Nicotinamide and Diethylnicotinamide Complexes of Copper(II), Nickel(II), Cobalt(II) and Zinc(II) Acetylsalicylates, Master's Thesis, Kafkas University, Institute of Science and Technology, Kars 1999.
• Icbudak H, Heren Z, Köse DA, and et al. Bis(Nicotinamide) and Bis(N,N-Diethyl Nicotinamide) P-Hydroxybenzoate Complexes of Ni(II), Cu(II) and Zn(II)– Spectrothermal Studies. Journal of Thermal Analysis and Calorimetry 2004;76(3):837-851.
• Öztürkkan EF, Köse DA, Necefoglu H, and et al. Synthesis and Characterization of bis(N,N-Diethylnicotinamide) p-Halogenobenzoate Complexes of Co(II). Asian Journal of Chemistry 2007;19(6):4880-4888.
• Köse DA, Kaya A, Necefoğlu H. Synthesis and Characterization of bis(N,N-Diethylnicotinamide) m-Hydroxybenzoate Complexes of Co(II), Ni(II), Cu(II) and Zn(II). Russian Journal of Coordination Chemistry (2007;33(6):422-427. doi:10.1134/S1070328407060073
• Köse DA, Necefoğlu H, Icbudak H. Synthesis and Characterization of N,N-Diethylnicotinamide-Acetylsalicylato Complexes of Co(II), Ni(II), Cu(II), and Zn(II). Journal of Coordination Chemistry 2008;61(21):3508-3515. doi:10.1080/00958970802074555
• Köse DA, Gökçe G, Gökçe S, Uzun İ. Bis(N,N-Diethyl nicotinamide)p-Chlorobenzoate Complexes of Ni(II), Zn(II) and Cd(II), Synthesis and Characterization. Journal of Thermal Analysis and Calorimetry 2009;95:247-251. doi:10.1007/s10973-008-9150-8