Synthesis and Characterization of s-Triazine Cored Schiff Base Containing β-lactam and Its [M(Salen/Saloph)] (M= Cr3+ and Fe3+) Capped Complexes
Öz
This study consists of a tripodal 6-iminopenicylanic acid ligand synthesized based on the s-triazine group and its four trinuclear complexes. For this purpose, 2,4,6-tri(p-formylphenoxy)-1,3,5-triazine (III) (TRIPOD) was obtained from the reaction of 2,4,6-trichloro-1,3,5-triazine and 4-hydroxybenzaldehyde. Then, tripodal target ligand (V) was obtained from the reaction of TRIPOD and 6-aminopenicylanic acid. Finally, tripodal trinuclear (ML) capped target complexes were obtained from the reactions of the initial complexes [(ML)2O] (M= Cr3+ or Fe3+, L= Salen or Saloph) with the target ligand in methanol media. The structures of all obtained ligands were elucidated using 1H NMR, FT-IR, and elemental analysis methods. The structures of the complexes were characterized using FT-IR, magnetic susceptibility, ICP-OES, and TGA methods.
Anahtar Kelimeler
Etik Beyan
The authors declare that there is no conflict of interest related to this work.
Destekleyen Kurum
Karabük Üniversitesi Bilimsel Araştırma Projeleri Fonu
Proje Numarası
KBUBAP-21-YL-082
Teşekkür
We acknowledge that this study was financially supported by the Karabuk University Scientific Research Projects Coordinatorship (Project No: KBUBAP-21-YL-082).
Kaynakça
- Agathian, K., Kannammal, L., Meenarathi, B., Kailash, S. and Anbarasan, R., (2018), Synthesis, characterization and adsorption behavior of cotton fiber based Schiff base, Int. J. Biol. Macromol., 107, 1102-1112.
- Aouled, I. M. and Uysal, S., (2023), Investigation of thermal and magnetic properties of [MSalen/Saloph](M= Cr3+, Fe3+ or Co3+) capped dinuclear complexes of two novel tetraoxocalix [2] arene [2] triazine ligands, J. Mol. Struc., 1280, 135084.
- De Hoog, P., Gamez, P., Driessen, W. L. and Reedijk, J., (2002), New polydentate and polynucleating N-donor ligands from amines and 2,4,6-trichloro-1,3,5-triazine, Tetrahedron Lett., 43 (38), 6783-6786.
- Hacıoglu, C., (2014), Antibiyotik üretiminde kilit unsur olan 6-APA sentezi için katalitik kriyojel kolonlar, Anadolu University (Turkey).
- Isci, B. and Uysal, S., (2018), The synthesis and characterization of [M (salen/salophen/saldeta)][M= Cr (III), Mn (III) or Fe (III)] capped s-triazine cored tripodal trinuclear Schiff bases complexes, J. Incl. Phenom. Macrocycl. Chem., 92, 281-299.
- Kiymaz, K. and Uysal, S., (2023), The synthesis and characterization of pyridine cored dentrimeric s-Triazine Schiff bases: Investigation of their [MSalen/Salophen](M= Cr3+, Fe3+, Co3+ and Zr4+) capped complexes, J. Mol. Struct., 1271, 134029.
- Koc, Z. E., (2011), Complexes of iron (III) and chromium (III) salen and salophen Schiff bases with bridging 1,3,5‐triazine derived multidirectional ligands, J. Heterocycl. Chem., 48 (4), 769-775.
- Kopel, P., Sindelar, Z. and Klicka, R., (1998), Complexes of iron (III) salen and saloph Schiff bases with bridging dicarboxylic and tricarboxylic acids, Transition Met. Chem., 23, 139-142.
- Mahamoud Aouled, I. and Uysal, S., (2021), Investigation of [MSalen/salophen](M= Cr3+, Fe3+ or Co3+) capped dinuclear complexes of two novel tetraoxocalix[2](m-hydroxymethyl) arene [2] triazine compounds, Synth. Commun., 51 (23), 3642-3655.
- Shiju, C., Arish, D., Bhuvanesh, N. and Kumaresan, S., (2015), Synthesis, characterization, and biological evaluation of Schiff base–platinum (II) complexes, Spectrochim. Acta, Part A, 145, 213-222.
- Srinivas, K., Srinivas, U., Rao, V. J., Bhanuprakash, K., Kishore, K. H. and Murty, U., (2005), Synthesis and antibacterial activity of 2,4,6-tri substituted s-triazines, Bioorg. Med. Chem. Lett., 15 (4), 1121-1123.
- Tahmassebi, D. C. and Sasaki, T., (1994), Synthesis of a new trialdehyde template for molecular imprinting, J. Org. Chem., 59 (3), 679-681.
- Uysal, S. and Ucan, H. I., (2009), The synthesis and characterization of melamine based Schiff bases and its trinuclear [salen/salophenFe(III)] and [salen/salophenCr(III)] capped complexes, J. Incl. Phenom. Macrocycl. Chem., 65, 299-304.
- Uysal, S. and Koc, Z. E., (2010), Synthesis and characterization of dendrimeric melamine cored [salen/salophFe (III)] and [salen/salophCr (III)] capped complexes and their magnetic behaviors, J. Hazard. Mat., 175 (1-3), 532-539.
- Uysal, S. and Koc, Z. E., (2018), The synthesis and characterization of (MSalen/salophen/saldeta/salpy)[M= Fe (III) or Cr (III)] capped heteromultinuclear schiff bases-dioxime Ni (II) complexes: their thermal and magnetic behaviours, J. Mol. Struct., 1165, 14-22.
- Wu, J.-N., Chen, L., Fu, T., Zhao, H.-B., Guo, D.-M., Wang, X.-L. and Wang, Y.-Z., (2018), New application for aromatic Schiff base: High efficient flame-retardant and anti-dripping action for polyesters, Chem. Eng. J., 336, 622-632.
- Yabalak, E., Dondas, H. A. and Gizir, A. M., (2017), Subcritical water oxidation of 6-aminopenicillanic acid and cloxacillin using H2O2, K2S2O8, and O2, J. Environ. Sci. Health., Part A, 52 (3), 210-220.
- Yuste, C., Canadillas-Delgado, L., Labrador, A., Delgado, F. S., Ruiz-Perez, C., Lloret, F. and Julve, M., (2009), Low-dimensional Copper (II) Complexes with the trinucleating ligand 2,4,6-tris(di-2-pyridylamine)-1,3,5-triazine: Synthesis, crystal structures, and magnetic properties, Inorg. Chem., 48 (14), 6630-6640.
β-laktam İçeren s-Triazin Merkezli Schiff Bazı ve Onun [M(Salen/Saloph)] (M= Cr3+ ve Fe3+) Başlıklı Komplekslerinin Sentezi ve Karakterizasyonu
Öz
Bu çalışma, s-triazin grubu ve onun dört trinükleer kompleksine dayalı olarak sentezlenen tripodal 6-iminopenisilanik asit ligandından oluşmaktadır. Bu amaçla 2,4,6-trikloro-1,3,5-triazin (III) (TRIPOD) ve 4-hidroksibenzaldehitin reaksiyonundan 2,4,6-tri(p-formilfenoksi)-1,3,5- triazin elde edildi. Daha sonra TRIPOD ve 6-aminopenisilanik asitin reaksiyonundan tripodal hedef ligandı (V) elde edildi. Son olarak, başlangıç komplekslerinin [(ML)2O] (M= Cr3+ veya Fe3+, L= Salen veya Saloph) metanol ortamında hedef ligand ile reaksiyonlarından tripodal trinükleer (ML) başlıklı hedef kompleksleri elde edildi. Elde edilen tüm ligandların yapıları 1H NMR, FT-IR ve elementel analiz yöntemleri kullanılarak aydınlatıldı. Komplekslerin yapıları FT-IR, manyetik duyarlılık, ICP-OES ve TGA yöntemleri kullanılarak karakterize edildi.
Anahtar Kelimeler
Proje Numarası
KBUBAP-21-YL-082
Kaynakça
- Agathian, K., Kannammal, L., Meenarathi, B., Kailash, S. and Anbarasan, R., (2018), Synthesis, characterization and adsorption behavior of cotton fiber based Schiff base, Int. J. Biol. Macromol., 107, 1102-1112.
- Aouled, I. M. and Uysal, S., (2023), Investigation of thermal and magnetic properties of [MSalen/Saloph](M= Cr3+, Fe3+ or Co3+) capped dinuclear complexes of two novel tetraoxocalix [2] arene [2] triazine ligands, J. Mol. Struc., 1280, 135084.
- De Hoog, P., Gamez, P., Driessen, W. L. and Reedijk, J., (2002), New polydentate and polynucleating N-donor ligands from amines and 2,4,6-trichloro-1,3,5-triazine, Tetrahedron Lett., 43 (38), 6783-6786.
- Hacıoglu, C., (2014), Antibiyotik üretiminde kilit unsur olan 6-APA sentezi için katalitik kriyojel kolonlar, Anadolu University (Turkey).
- Isci, B. and Uysal, S., (2018), The synthesis and characterization of [M (salen/salophen/saldeta)][M= Cr (III), Mn (III) or Fe (III)] capped s-triazine cored tripodal trinuclear Schiff bases complexes, J. Incl. Phenom. Macrocycl. Chem., 92, 281-299.
- Kiymaz, K. and Uysal, S., (2023), The synthesis and characterization of pyridine cored dentrimeric s-Triazine Schiff bases: Investigation of their [MSalen/Salophen](M= Cr3+, Fe3+, Co3+ and Zr4+) capped complexes, J. Mol. Struct., 1271, 134029.
- Koc, Z. E., (2011), Complexes of iron (III) and chromium (III) salen and salophen Schiff bases with bridging 1,3,5‐triazine derived multidirectional ligands, J. Heterocycl. Chem., 48 (4), 769-775.
- Kopel, P., Sindelar, Z. and Klicka, R., (1998), Complexes of iron (III) salen and saloph Schiff bases with bridging dicarboxylic and tricarboxylic acids, Transition Met. Chem., 23, 139-142.
- Mahamoud Aouled, I. and Uysal, S., (2021), Investigation of [MSalen/salophen](M= Cr3+, Fe3+ or Co3+) capped dinuclear complexes of two novel tetraoxocalix[2](m-hydroxymethyl) arene [2] triazine compounds, Synth. Commun., 51 (23), 3642-3655.
- Shiju, C., Arish, D., Bhuvanesh, N. and Kumaresan, S., (2015), Synthesis, characterization, and biological evaluation of Schiff base–platinum (II) complexes, Spectrochim. Acta, Part A, 145, 213-222.
- Srinivas, K., Srinivas, U., Rao, V. J., Bhanuprakash, K., Kishore, K. H. and Murty, U., (2005), Synthesis and antibacterial activity of 2,4,6-tri substituted s-triazines, Bioorg. Med. Chem. Lett., 15 (4), 1121-1123.
- Tahmassebi, D. C. and Sasaki, T., (1994), Synthesis of a new trialdehyde template for molecular imprinting, J. Org. Chem., 59 (3), 679-681.
- Uysal, S. and Ucan, H. I., (2009), The synthesis and characterization of melamine based Schiff bases and its trinuclear [salen/salophenFe(III)] and [salen/salophenCr(III)] capped complexes, J. Incl. Phenom. Macrocycl. Chem., 65, 299-304.
- Uysal, S. and Koc, Z. E., (2010), Synthesis and characterization of dendrimeric melamine cored [salen/salophFe (III)] and [salen/salophCr (III)] capped complexes and their magnetic behaviors, J. Hazard. Mat., 175 (1-3), 532-539.
- Uysal, S. and Koc, Z. E., (2018), The synthesis and characterization of (MSalen/salophen/saldeta/salpy)[M= Fe (III) or Cr (III)] capped heteromultinuclear schiff bases-dioxime Ni (II) complexes: their thermal and magnetic behaviours, J. Mol. Struct., 1165, 14-22.
- Wu, J.-N., Chen, L., Fu, T., Zhao, H.-B., Guo, D.-M., Wang, X.-L. and Wang, Y.-Z., (2018), New application for aromatic Schiff base: High efficient flame-retardant and anti-dripping action for polyesters, Chem. Eng. J., 336, 622-632.
- Yabalak, E., Dondas, H. A. and Gizir, A. M., (2017), Subcritical water oxidation of 6-aminopenicillanic acid and cloxacillin using H2O2, K2S2O8, and O2, J. Environ. Sci. Health., Part A, 52 (3), 210-220.
- Yuste, C., Canadillas-Delgado, L., Labrador, A., Delgado, F. S., Ruiz-Perez, C., Lloret, F. and Julve, M., (2009), Low-dimensional Copper (II) Complexes with the trinucleating ligand 2,4,6-tris(di-2-pyridylamine)-1,3,5-triazine: Synthesis, crystal structures, and magnetic properties, Inorg. Chem., 48 (14), 6630-6640.
Ayrıntılar
| Birincil Dil | İngilizce |
|---|---|
| Konular | Geçiş Metal Kimyası |
| Bölüm | Araştırma Makaleleri |
| Yazarlar | |
| Proje Numarası | KBUBAP-21-YL-082 |
| Erken Görünüm Tarihi | 21 Eylül 2024 |
| Yayımlanma Tarihi | 1 Ekim 2024 |
| Gönderilme Tarihi | 29 Mayıs 2024 |
| Kabul Tarihi | 1 Eylül 2024 |
| Yayımlandığı Sayı | Yıl 2024 Cilt: 50 Sayı: 2 |
Kaynak Göster
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