Bazı Yeni İmin Bileşiklerinin Sentezi Ve Spektroskopik Yöntemlerle Yapılarının Aydınlatılması

Öz

3-Metoksi-4-hidroksibenzaldehit (vanilin), 3,4-dimetoksibenzaldehit (veratraldehit) ve pirol-2karboksaldehit’in, 2-aminometilfuran (furfurilamin) ve 4-amino-1,2-dihidro-1,5-dimetil-2-metil-3Hpirazol-3-on (4-amino-fenazon, 4-aminoantipirin, 4-AAP) ile kondensasyanundan yeni Schiff bazları elde edilmiştir. Sentezlenen bu bileşiklerin yapıları element analizi, IR, 1H, 13C-NMR ve MS spektroskopik yöntemleri ile aydınlatılmıştır

Anahtar Kelimeler

• 4-Amino-fenazon, Schiff bazları, NMR çalışmaları

Öz

The new Schiff bases were synthesized by condensation of 3-Methoxy-4-hydroxybenzaldehyde (vanilline), 3,4-dimethoxybenzaldehyde (veratraldehyde) and pyrol-2-carboxaldehyde with 2aminomethylfuran (furfurylamine) and 4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazole-3-one (4-amino-phenazone, 4-aminoantipyrine, 4-AAP). The structure of these compounds has been elucidated on the basis of elemental analysis, IR, 1H, 13C-NMR and MS spectroscopic techniques

Anahtar Kelimeler

• 4-Amino-phenazone, Schiff bases, NMR studies

Kaynakça

1. [1] Park, S., Mathur, V. K. and Planalp, Roy P., “Syntheses, Solubilities and Oxygen Absorption Properties of New Cobalt(II) Schiff Base Complexes” Polyhedron, 17: (2-3), 325-330, (1998).
2. [2] Lu, X., Qin, S. Y., Zhou, Z. Y. and Yam, V. W. W. “Synthesis, Structure, and Ion-Binding Studies of Cobalt(II) Complexes with Aza-crown Substituted Salicylaldimine Schiff Base Ligand” Inorganica Chimica Acta, 346: (25) 49-56, (2003).
3. [3] Olie, G. H., Olive, S., “The Chemistry of The Catalyzes Hydrogenation of Carbon Monoxide” Springer, Berlin, 152, (1984).
4. [4] Rahaman, S. H., Choowdhury, H., Bose, D., Ghosh, R., Chen-Hsing, G., Barindra Kumar Ghosh, H., “Synthesis, Structure and Properties of Mononuclear Cobalt (II) and Cobalt (III) Pseudohalide Complexes Containing N-Donor Schiff Bases: Synthetic Control of Metal Oxidation Levels” Polyhedron, 24: 1755-1763, (2005).
5. [5] Kunkely, H. and Vogler, A. “Photochemistry of N, N′-Bis(3,5-di-tertbutylsalicylidene)-1,2-Diaminocyclohexane and its Co(II) Complex in Chloroform” Journal of Photochemistry and Photobiology A: Chemistry, 138: 51-54, (2001).
6. [6] Mederos, A., Domínguez, S., Hernández-Molina, R., Sanchiz J. and Brito, F., “Coordinating Ability of Ligands Derived From Phenylenediamines” Coordination Chemistry Reviews, 193-195: 857-911, (1999).
7. [7] Hökelek, T., Gündüz, N., Hayvalı, Z. and Kılıç, Z., “Schiff Bases and Their Complexes with Metal Ions. I. 2-Hydroxy-N-n-propyl-1-naphthaldimine (1) and Bis(2-hydroxy-κO-N-n-propyl-1-naphthaldiminato-κN)Nickel(II) (2),” Acta Cryst., C51, 880-884, (1995).
8. [8] Hökelek, T., Gündüz, N., Hayvalı, Z. and Kılıç, Z., “Schiff Bases and Their Complexes with Metal Ions. Part II. Structures of N-n-butyl-2-hydroxy-1- naphthaldimine and Bis[N-n-pentyl-2-hydroxy-1-naphthaldiminato]nickel(II),” J. of Chemical Crystallography, 25: (12), 827-832, (1995).

9. [9] Hayvalı, Z., Gündüz, N., Kılıç, Z. ve Weber, E., “Synthesis and Characterization of New Bis(crown ether)s of Schiff Base Type Containing Recognition Sites For Sodium And Nickel Guest Cations,” J. Prakt. Chem., 341: (6), 568-573, (1999).
10. [10] Zeng, W., Mao, Z., Wei, X., Li, J., Hong, Z. and Qin, S., “Synthesis, Dioxygen Affinities And Biomimetic Catalytic Oxidation Performance of Crown Ethertethered Schiff Base Transition-Metal Complexes” Journal of Supramolecular Chemistry, 2: (6), 501-507, (2002).
11. [11] Yıldız, M., Hayvalı, Z. ve Kılıç, Z. “Synthesis and Characterization of Some Novel Bis(crown ether) Ligands of Schiff Base Type,” Gazi Üniversitesi Fen Bilimleri Enstitüsü Dergisi, 14: (3), 869-876, (2001).
12. [12] Hayvalı, Z., Hayvalı, M., Kılıç, Z., Hökelek, T. ve Weber, E., “New Benzo-15- crow-5 Ethers Featuring Salicylic Schiff Base Substitutions Synthesis, Complexes and Structural Study,” J. of Inclusion Phenomena and Macrocyclic Chemistry, 45: 285-294, (2003).
13. [13] Hayvalı, M. ve Hayvalı, Z., “The Synthesis of Some New Mono and bis(Crown Ether)s and Their Sodium Complexes. Tautomerism in o-Hydroxybenzo-15- crown-5 Schiff Bases as Studied by UV-VIS Spectrophotometry,” Synthesis.and Reactivity in Inorganic and Metal-Organic Chemistry, 34: (4), 713-732, (2004).
14. [14] Hayvalı, Z., Hayvalı, M. and Dal, H., “Synthesis, and Spectroscopic Characterization of New Schiff Bases Containing the Benzo-15-Crown-5 Moiety”, Molecules, 9: 860-866, (2004).
15. [15] Ismail, Z. K., El-Dissouky, A. and Shehada, A.Z., “Spectroscopic And Magnetic Studies on Some Copper (II) Complexes of Antipyrine Schiff Base Derivatives” Polyhedron, 16: (17), 2909-2916, (1997).
16. [16] Higasio, Ya S. and Shoji, T., “Heterocyclic Compounds Such as Pyrroles, Pyridines, Pyrollidins, Piperdines, Indoles, Imidazol And Pyrazins” Applied Catalysis A: General, 221: 1-2, (30), 197-207, (2001).
17. [17] Kumar, K. N. and Ramesh, R., “Synthesis, Characterization, Redox Property and Biological Activity of Ru(II) Carbonyl Complexes Containing O,N-Donor Ligands And Heterocyclic Bases” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 60: (12), 2913-2918, (2004).
18. [18] Juhász, L., Dinya, Z., Antus, S. and Gunda, T. E., “A New Approach For The Synthesis of Naturally Occurring Dihydrobenzo[b]furan-type Neolignans of Potential Biological Activity” Tetrahedron Letters, 41: (14), 2491-2494, (2000).
19. [19] Emregül, K. C. and Hayvali, M. “Studies on The Effect of a Newly Synthesized Schiff Base Compound From Phenazone And Vanillin on The Corrosion of Steel in 2M HCl” Corrosion Science, baskıda, (2005).
20. [20] El-Dissouky, A., Shehata, A. K. And El-Mahdey, G., “Synthesis And Characterization of Oxovanadium (IV) And Dichloro Vanadium (IV) Complexes of Biologically Active 4-Aminoantipyrine Derivatives” Polyhedron, 16: (7), 1247-1253, (1997)