Synthesis of Schiff Base Ligand Complex Compound and Investigation of Multiple Nuclear Fe(III)/Fe(II)/Fe(III) Metal Complex
Öz
In this study,
5-aminoisophthalic acid (5-aminobenzene-1,3-dicarboxylic acid) was used as the
starting material. The condensation reaction of 5-aminobenzene-1,3-dicarboxylic
acid and ferrosecarboxyaldehyde gave
[[(3,5-dicarboxyphenyl)imino]carbonyl]ferrocene. Then the four-saline ligand
was obtained by condensation reaction with salicylaldehyde and ethylenediamine
using the literature. Then the complex with anhydrous FeCl3 was
obtained and the resulting product was dimerized with NH4OH to
obtain Schiff base-containing ligand complex [Fe(salen)2O]. By using
the [Fe(salen)2O] ligand complex with the Schiff base ligand complex
we synthesized previously, multinuclear complexes with double oxygen bridges
were obtained by using the -COOH groups. As a result, FT-IR, elemental analysis,
1H NMR and magnetic susceptibility of ligands and complexes were
investigated.
Anahtar Kelimeler
Kaynakça
- Alıcı Ö, Karatas I, (2012). Synthesis of new substituted 1,2,4-triazines from isonitrosoketones and terephthalaldehydedihydrazone, journal of Heterocyclic Chemistry, 49, 576-579.Celikbilek, S. Koc, Z.E. (2014). Investigation of Dipodal oxy-Schiff base and its salen and salophen Fe(III)/Cr(III)/Mn(III) Schiff bases (N2O2) caped complexes and their magnetic and thermal behaviors, Journal Of Molecular Structure,1065, 205-209.Gündüz, T. Kılıç, E. Atakol, O. and Köseoğlu, F. (1989), “Titrations in non-aqueous media. Part XVII. Potantionmetric Investigations of effects of several electron-donating and withdrawing substituents on basicity of azomethine group of salicylideneaniline in nitrobenzene solvent”, Analyst, 114, 475.Karataş İ and Uçan Hİ, (1998). The Synthesis of biphenylglyoxime and bis(phenyloxime) and their complexes with Cu(II), Ni(II) and Co(II). Synth. React. Inorg. Met.-Org. Chem., 28, 383.Karipcin F, (2001). Bis(fenilglioksim)metan türevleri ve metal komplekslerin sentezi, Doktora Tezi, S.Ü. Fen Bilimleri Enstitüsü, Konya.Kılıç, E. and Gündüz, T. (1986). Titrations in non-aqueous media. Part I. Determination of factors influencing the basicity of Schiff bases in nitrobenzene solvent, Analyst, III, 949-956.Koç ZE (2011). Complexes of iron(III) and chromium(III) salen and salophen Schiff Bases with bridging 1,3,5-Triazine Derived Multidirectional Ligands, Journal of Heterocyclic Chemistry, 48, 747–990.Koç ZE, S. Uysal (2010). Synthesis and characterization of dendrimeric bridged salen/saloph complexes and investigation of their magnetic and thermal behaviors, Helvetica Chimica Acta, 93, 910-919.Koç ZE, Uçan Hİ (2007). Complexes of iron(III) salen and saloph Schiff bases with bridging 2,4,6-tris(2,5-dicarboxyphenylimino-4-formylphenoxy)-1,3,5-triazin and 2,4,6-tris(4-carboxyphenylimino-4’-formylphenoxy)-1,3,5-triazin, Transition Metal Chemistry, 32, 597-602.Kocyigit O, (2012). Properties and synthesis ofthe Cr(III)-salen/salophen complexes containing triphenylamine core, Synth.React. Inorg. Me., 42, 196-204.Kocyigit O, (2013). A novel Schiff base bearingdopamine groups with tripodal structure. Synthesis and itssalen/salophen-bridged Fe/Cr (III) capped complexes, J. Mol. Struc., 1034, 69-74Kocyigit O, Guler E, (2010). Synthesis of 1,3,5-tris(4-(4-nitrophenylimino methyl)phenoxy methyl)benzene as a new Schiff base and its complexation properties with the (salen and salophen)-bridged Fe/Cr(III), J. Incl. Phenom. Macro., 67, 287-293.Kopel, E., (1998). The reactions of ketone diethyl acetal with cyanuric chloride, Olin Mathiesson Chem. Corp., 26, 4705.Marck, H. F. (1980). Kırk-Othmer Encyclopedia of Chemical Technology, 3, 468.Pfeifer, (1932). Trcyclische orthokondesierte Nebenvalenzringe. Ann. Chem., 492, 81-87.Pilkington, N.H. and Robson, R., (1970). By reaction of 5-methylisophthalaldehyde with 1,3-diaminopropane in the presence of various metal salts the following complexes have been isolated: MCu2Cl2,6H2O, MCu2(ClO4)2,2H2O, MCu2(HSO4)2,H2O, MNi2Cl2,2H2O, MCo2Cl2, 2CH3OH, MFezCl2,2CH3OH, MMn2Cl2,2H2O, MZn2Cl2,2H2O, (MH2)Ni(ClO4)2,2H2O where MH2 Aust. J. Chem., 23, 11, 2225.Schiff, H. (1869). Untersuchungen Über Salicinderivate, Ann. Chem. 150-197.Uysal S, Koc ZE, (2016). Synthesis and characterization of dopamine substitue tripodal trinuclear [(salen/salophen/salpropen)M] (M=Cr(III), Mn(III), Fe(III) ions) capped s-triazine complexes: Investigation of their thermal and magnetic properties, Journal of Molecular Structure, 1109, 119-126.Uysal S, Koc ZE, Celikbilek S ve Ucan HI, (2012). Synthesis of Star-Shaped Macromolecular Schiff Base Complexes Having Melamine Cores and Their Magnetic and Thermal Behaviors, Synthetic Communications, 42 (7), 1033-1044.Uysal S. Koç ZE, (2010). Synthesis and characterization of dendrimeric melamine cored [salen/salophFe(III)] and [salen/salophCr(III)] capped complexes and their magnetic behaviors, Journal of Hazardous Materials, 175, 532–539.W.W.H. Wong, D.E. Phipps, P.D. Beer, Polyhedron, J. Coord. Chem, 42, (2004) 2821-2829.Y.S. Sohn, D.N. Hendrickson, H.B. Gray(1971), J. Am. Chem. Soc, 93, 3603-3612.J.D.E.T. Wilton-Ely, D. Solanki, E.R. Knight, K.B. Holt, A.L. Thompson, G. Hogarth(2008), Inorg. Chem. 9642-9653.
Schiff Bazı Ligand Kompleks Bileşiğinin Sentezi ve Multinükleer Fe(III)/Fe(II)/Fe(III) Geçiş Metal Kompleksinin İncelenmesi
Öz
Bu çalışmada çıkış maddesi
olarak 5-aminoisoftalik asit (5-Aminobenzen-1,3-dikarboksilik asit) kullanıldı. 5-Aminobenzen-1,3-dikarboksilik asit ile ferrosenkarboksialdehitin
kondenzasyon
reaksiyonundan [[(3,5-dikarboksifenil)imino]karbonil]ferrosen
elde edildi. Sonra literatürden faydalanılarak salisilaldehit ve
etilendiamin ile kondenzasyon reaksiyonu ile dört dişli salen ligandı elde
edildi. Daha sonra susuz FeCl3 ile kompleksi elde edildi ve sonuç
ürün NH4OH ile dimerleştirilerek Schiff bazı içerikli ligand
kompleksimiz olan [Fe(salen)2O]
elde edildi. Daha önce sentezlediğimiz Schiff
bazı ligand kompleksine [Fe(salen)2O]
ligand kompleksini ilave ederek -COOH gruplarının kullanılması ile çift oksijen
köprülü multinükleer kompleksler elde edildi. Sonuç olarak, elde edilen ligandların ve
komplekslerin FT-IR, 1H NMR, elementel analizi ve manyetik
süsseptibilite ölçümleri ile yapıları aydınlatıldı.
Anahtar Kelimeler
Kaynakça
- Alıcı Ö, Karatas I, (2012). Synthesis of new substituted 1,2,4-triazines from isonitrosoketones and terephthalaldehydedihydrazone, journal of Heterocyclic Chemistry, 49, 576-579.Celikbilek, S. Koc, Z.E. (2014). Investigation of Dipodal oxy-Schiff base and its salen and salophen Fe(III)/Cr(III)/Mn(III) Schiff bases (N2O2) caped complexes and their magnetic and thermal behaviors, Journal Of Molecular Structure,1065, 205-209.Gündüz, T. Kılıç, E. Atakol, O. and Köseoğlu, F. (1989), “Titrations in non-aqueous media. Part XVII. Potantionmetric Investigations of effects of several electron-donating and withdrawing substituents on basicity of azomethine group of salicylideneaniline in nitrobenzene solvent”, Analyst, 114, 475.Karataş İ and Uçan Hİ, (1998). The Synthesis of biphenylglyoxime and bis(phenyloxime) and their complexes with Cu(II), Ni(II) and Co(II). Synth. React. Inorg. Met.-Org. Chem., 28, 383.Karipcin F, (2001). Bis(fenilglioksim)metan türevleri ve metal komplekslerin sentezi, Doktora Tezi, S.Ü. Fen Bilimleri Enstitüsü, Konya.Kılıç, E. and Gündüz, T. (1986). Titrations in non-aqueous media. Part I. Determination of factors influencing the basicity of Schiff bases in nitrobenzene solvent, Analyst, III, 949-956.Koç ZE (2011). Complexes of iron(III) and chromium(III) salen and salophen Schiff Bases with bridging 1,3,5-Triazine Derived Multidirectional Ligands, Journal of Heterocyclic Chemistry, 48, 747–990.Koç ZE, S. Uysal (2010). Synthesis and characterization of dendrimeric bridged salen/saloph complexes and investigation of their magnetic and thermal behaviors, Helvetica Chimica Acta, 93, 910-919.Koç ZE, Uçan Hİ (2007). Complexes of iron(III) salen and saloph Schiff bases with bridging 2,4,6-tris(2,5-dicarboxyphenylimino-4-formylphenoxy)-1,3,5-triazin and 2,4,6-tris(4-carboxyphenylimino-4’-formylphenoxy)-1,3,5-triazin, Transition Metal Chemistry, 32, 597-602.Kocyigit O, (2012). Properties and synthesis ofthe Cr(III)-salen/salophen complexes containing triphenylamine core, Synth.React. Inorg. Me., 42, 196-204.Kocyigit O, (2013). A novel Schiff base bearingdopamine groups with tripodal structure. Synthesis and itssalen/salophen-bridged Fe/Cr (III) capped complexes, J. Mol. Struc., 1034, 69-74Kocyigit O, Guler E, (2010). Synthesis of 1,3,5-tris(4-(4-nitrophenylimino methyl)phenoxy methyl)benzene as a new Schiff base and its complexation properties with the (salen and salophen)-bridged Fe/Cr(III), J. Incl. Phenom. Macro., 67, 287-293.Kopel, E., (1998). The reactions of ketone diethyl acetal with cyanuric chloride, Olin Mathiesson Chem. Corp., 26, 4705.Marck, H. F. (1980). Kırk-Othmer Encyclopedia of Chemical Technology, 3, 468.Pfeifer, (1932). Trcyclische orthokondesierte Nebenvalenzringe. Ann. Chem., 492, 81-87.Pilkington, N.H. and Robson, R., (1970). By reaction of 5-methylisophthalaldehyde with 1,3-diaminopropane in the presence of various metal salts the following complexes have been isolated: MCu2Cl2,6H2O, MCu2(ClO4)2,2H2O, MCu2(HSO4)2,H2O, MNi2Cl2,2H2O, MCo2Cl2, 2CH3OH, MFezCl2,2CH3OH, MMn2Cl2,2H2O, MZn2Cl2,2H2O, (MH2)Ni(ClO4)2,2H2O where MH2 Aust. J. Chem., 23, 11, 2225.Schiff, H. (1869). Untersuchungen Über Salicinderivate, Ann. Chem. 150-197.Uysal S, Koc ZE, (2016). Synthesis and characterization of dopamine substitue tripodal trinuclear [(salen/salophen/salpropen)M] (M=Cr(III), Mn(III), Fe(III) ions) capped s-triazine complexes: Investigation of their thermal and magnetic properties, Journal of Molecular Structure, 1109, 119-126.Uysal S, Koc ZE, Celikbilek S ve Ucan HI, (2012). Synthesis of Star-Shaped Macromolecular Schiff Base Complexes Having Melamine Cores and Their Magnetic and Thermal Behaviors, Synthetic Communications, 42 (7), 1033-1044.Uysal S. Koç ZE, (2010). Synthesis and characterization of dendrimeric melamine cored [salen/salophFe(III)] and [salen/salophCr(III)] capped complexes and their magnetic behaviors, Journal of Hazardous Materials, 175, 532–539.W.W.H. Wong, D.E. Phipps, P.D. Beer, Polyhedron, J. Coord. Chem, 42, (2004) 2821-2829.Y.S. Sohn, D.N. Hendrickson, H.B. Gray(1971), J. Am. Chem. Soc, 93, 3603-3612.J.D.E.T. Wilton-Ely, D. Solanki, E.R. Knight, K.B. Holt, A.L. Thompson, G. Hogarth(2008), Inorg. Chem. 9642-9653.
Ayrıntılar
| Birincil Dil | Türkçe |
|---|---|
| Bölüm | Araştırma Makaleleri |
| Yazarlar | |
| Yayımlanma Tarihi | 30 Ekim 2019 |
| Gönderilme Tarihi | 14 Haziran 2019 |
| Yayımlandığı Sayı | Yıl 2019 Cilt: 45 Sayı: 2 |
Kaynak Göster
Cited By
Schiff Bazı Bileşiklerinin Çevreci Bir Yöntemle Yeniden Sentezi
Iğdır Üniversitesi Fen Bilimleri Enstitüsü Dergisi
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