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SYNTHESIS AND CHARACTERIZATION OF A NOVEL OXIME COMPOUND OF 2-AMINOMETHYLPYRIDINE AND ITS METAL COMPLEXES.

Year 2009, Issue: 019, 23 - 30, 15.08.2009

Abstract

(1Z,2E)-N'-hydroxy-2-(hydroxyimino)-N-(pyridin-2-yl)acetimidamide (H2L)
is synthesized from the reaction between anti-monochloroglyoxime
and 2-aminomethylpyridine and characterized by means of 1H-NMR, 13C-NMR,
FT-IR, elemental analysis methods. Co2+, Ni2+ and Cu2+
complexes of H2L ligand were obtained and their structures were
elucidated with FT-IR, elemental analysis, ICP-OES, magnetic susceptibility and conductivity studies.

References

  • [1] Pursell, G. and Kotz, J.C., Inorganic Chemistry, W.B. Sounders Co., Philadelphia, (1977).
  • [2] Chakravorty, A., “Structural Chemistry of Transition Metal Complexes of Oximes”, Coordin. Chem. Rev., 13: 1–46 (1974).
  • [3] Schrauzer, G.N. and Kohnle, J., “Coenzym B12-Modelle”, Chem. Ber., 97: 3056-3064 (1964).
  • [4] WHO, "Metal Complexes May Be Beter Anticancer Drugs", Chem. Eng. News, 36 (1982).
  • [5] Shridhar, D.R., Sastry, R., Bansal, D.P., Rao, P., Singh, P.P., Tripathi, R.M., Seshaein Rao, C, Junnatkar, A.Y. and Thoraas, G.P., “Synthesis And Pharmacology of Some New Oxime Ethers and Alkanoic Acid-Derivatives Derived from 6-Acetyl-2H-1,4-Benzoxazin-3(4H)-Ones and 6-Acetyl-2H-1,4-Benzothiazin-3(4H)-Ones”, Indian J. Chem., 22 (12): 1236-1242 (1983).
  • [6] Kaya, M., Yenikaya, C., Çolak, A.T. and Çolak, F., “Synthesis, Spectral, Thermal and Biological Studies of Co(III) and Binuclear Ni(II) Complexes with a Novel Amine-Imine-Oxime Ligand” Russian J. Gen. Chem., 78 (9): 1808-1815 (2008).
  • [7] Karljikovic-Rajic, K., Stankovic, B. and Granov, A., “Spectrophotometric investigation of complex formation of an oxime PAM-4Cl with palladium(II) and its analytical application”, J. Pharm. Biomed. Anal., 8: 735-738 (1990).
  • [8] Szymanowski, J. and Prochaska, K., “Interfacial Activity of Model 2-Hydroxy-5- Alkylbenzophenoneoximes and Their Intermediates”, J. Colloid. Interf. Sci., 123 (2): 456-465 (1988).
  • [9] Mohr, B., Enkelmann, V. and Wegner, G., “Synthesis and Mesomorphism of Octaalkyl-Substituted Phenanthrene-9,10-dionedioximato Complexes with Nickel, Palladium and Platinum”, Mol. Cryst. Liq. Cryst., 281: 215-228 (1996).
  • [10] Ohta, K., Hasebe, H., Moriya, M., Fujimoto, T. and Yamamoto, I., “Thermochromism and Solvatochromism of Bis[1,2-di-(3,4-di-n-alkoxyphenyl)- ethanedione dioximato]nickel(II) Complexes”, J. Mater. Chem., 1 (5): 831-834 (1991).
  • [11] Oguchi, K., Sanuik, K. and Ogata, N., “Relationship between electron sensitivity and chemical structures of polymers as electron beam resist. VII: Electron sensitivity of vinyl polymers containing pendant 1,3-dioxolan groups”, Polym. Eng. Sci., 30 (8): 449-452 (1990).
  • [12] Özek, A., Büyükgüngör, O., Ilkimen, H. and Yenikaya, C. “(1Z,2E)-2-(Hydroxyimino)-N-p-tolylacetamide oxime”, Acta Crystallogr. E, 63 (12): o4738–o4738 (2007).
  • [13] Panja, P.K., Bala, S. and Pal, C, "Infrared Spectroscopic Studies of Dimethylglyoxime Chelates of Ni(II), Co(II), Cu(II), Pd(II) and Pt(II)", J. Mol. Struct., 249: 277-283 (1991)
  • [14] Souaya, E.R., Hanna, W.G., Ismail, E.H. and Milad, N.E., “Studies On Some Acid Divalent-Metal Nitrilotriacetate Complexes.”, Molecules, 5: 1121-1129 (2000).
  • [15] Ucan, H. and Karatas, I., “Synthesis of 6 New Substituted Aminomethylglyoximes and Some of Their Transition-Metal Complexes”, Synt. React. Inorg. M., 23: 1781–1791 (1993).
  • [16] Hatzidimitiou, A.G and Uddin, M. “The Crystal and Moleculer Structure of [bis(aquo)-bis(2-(methylamino)pyridine)copper(II)] dichloride”, Polyhedron 16 (10): 1651-1654 (1997).
  • [17] Serratosa, J.M., “Infrared Study of Benzonitrile (C6H5-CN)-Mont-The Montmorillonite Complexes”, Am. Mineral., 53: 1244-1251 (1968).
  • [18] Kleinspehn, G.G., Jung, J.A and Studniarz, S.A., “Chemical shift of the hydroxyl proton of oximes in dimethyl sulfoxide” J. Org. Chem., 32: 460-462 (1967).
  • [19] Petersen, B.S. and Larsen, E., “Anti-Amphi and Cis-Trans Isomerisms in Some Bis(dioximato)nickel(II) complexes”, Acta. Chem. Scand. 27, (9): 3291–3301 (1973).
  • [20] Geary, W.J. “The Use of Conductivity Measurements in Organic Solvents for the Characterization of Coordination Compounds”, Coordin. Chem. Rev., 7: 81-122 (1971).

2-AMİNOMETİLPİRİDİN ESASLI YENİ OKSİM BİLEŞİĞİ İLE METAL KOMPLEKSLERİNİN SENTEZİ VE KARAKTERİZASYONU

Year 2009, Issue: 019, 23 - 30, 15.08.2009

Abstract

(1Z,2E)-N-hidroksil-(2-hidroksiimino)-N-(piridin-2-ilmetil)
propanimidamid (H2L) ligandı, anti-monoklorglioksim
ile 2-aminometilpiridinin reaksiyonundan elde edilmiş olup yapısı 1H-NMR,
13C-NMR, FT-IR, elementel analiz teknikleri kullanılarak
aydınlatılmıştır. H2L ligandının Co2+, Ni2+ ve
Cu2+ kompleksleri hazırlanarak FT-IR, elementel analiz, ICP-OES,
manyetik duyarlılık ve iletkenlik metotları ile yapıları aydınlatılmaya
çalışılmıştır.

References

  • [1] Pursell, G. and Kotz, J.C., Inorganic Chemistry, W.B. Sounders Co., Philadelphia, (1977).
  • [2] Chakravorty, A., “Structural Chemistry of Transition Metal Complexes of Oximes”, Coordin. Chem. Rev., 13: 1–46 (1974).
  • [3] Schrauzer, G.N. and Kohnle, J., “Coenzym B12-Modelle”, Chem. Ber., 97: 3056-3064 (1964).
  • [4] WHO, "Metal Complexes May Be Beter Anticancer Drugs", Chem. Eng. News, 36 (1982).
  • [5] Shridhar, D.R., Sastry, R., Bansal, D.P., Rao, P., Singh, P.P., Tripathi, R.M., Seshaein Rao, C, Junnatkar, A.Y. and Thoraas, G.P., “Synthesis And Pharmacology of Some New Oxime Ethers and Alkanoic Acid-Derivatives Derived from 6-Acetyl-2H-1,4-Benzoxazin-3(4H)-Ones and 6-Acetyl-2H-1,4-Benzothiazin-3(4H)-Ones”, Indian J. Chem., 22 (12): 1236-1242 (1983).
  • [6] Kaya, M., Yenikaya, C., Çolak, A.T. and Çolak, F., “Synthesis, Spectral, Thermal and Biological Studies of Co(III) and Binuclear Ni(II) Complexes with a Novel Amine-Imine-Oxime Ligand” Russian J. Gen. Chem., 78 (9): 1808-1815 (2008).
  • [7] Karljikovic-Rajic, K., Stankovic, B. and Granov, A., “Spectrophotometric investigation of complex formation of an oxime PAM-4Cl with palladium(II) and its analytical application”, J. Pharm. Biomed. Anal., 8: 735-738 (1990).
  • [8] Szymanowski, J. and Prochaska, K., “Interfacial Activity of Model 2-Hydroxy-5- Alkylbenzophenoneoximes and Their Intermediates”, J. Colloid. Interf. Sci., 123 (2): 456-465 (1988).
  • [9] Mohr, B., Enkelmann, V. and Wegner, G., “Synthesis and Mesomorphism of Octaalkyl-Substituted Phenanthrene-9,10-dionedioximato Complexes with Nickel, Palladium and Platinum”, Mol. Cryst. Liq. Cryst., 281: 215-228 (1996).
  • [10] Ohta, K., Hasebe, H., Moriya, M., Fujimoto, T. and Yamamoto, I., “Thermochromism and Solvatochromism of Bis[1,2-di-(3,4-di-n-alkoxyphenyl)- ethanedione dioximato]nickel(II) Complexes”, J. Mater. Chem., 1 (5): 831-834 (1991).
  • [11] Oguchi, K., Sanuik, K. and Ogata, N., “Relationship between electron sensitivity and chemical structures of polymers as electron beam resist. VII: Electron sensitivity of vinyl polymers containing pendant 1,3-dioxolan groups”, Polym. Eng. Sci., 30 (8): 449-452 (1990).
  • [12] Özek, A., Büyükgüngör, O., Ilkimen, H. and Yenikaya, C. “(1Z,2E)-2-(Hydroxyimino)-N-p-tolylacetamide oxime”, Acta Crystallogr. E, 63 (12): o4738–o4738 (2007).
  • [13] Panja, P.K., Bala, S. and Pal, C, "Infrared Spectroscopic Studies of Dimethylglyoxime Chelates of Ni(II), Co(II), Cu(II), Pd(II) and Pt(II)", J. Mol. Struct., 249: 277-283 (1991)
  • [14] Souaya, E.R., Hanna, W.G., Ismail, E.H. and Milad, N.E., “Studies On Some Acid Divalent-Metal Nitrilotriacetate Complexes.”, Molecules, 5: 1121-1129 (2000).
  • [15] Ucan, H. and Karatas, I., “Synthesis of 6 New Substituted Aminomethylglyoximes and Some of Their Transition-Metal Complexes”, Synt. React. Inorg. M., 23: 1781–1791 (1993).
  • [16] Hatzidimitiou, A.G and Uddin, M. “The Crystal and Moleculer Structure of [bis(aquo)-bis(2-(methylamino)pyridine)copper(II)] dichloride”, Polyhedron 16 (10): 1651-1654 (1997).
  • [17] Serratosa, J.M., “Infrared Study of Benzonitrile (C6H5-CN)-Mont-The Montmorillonite Complexes”, Am. Mineral., 53: 1244-1251 (1968).
  • [18] Kleinspehn, G.G., Jung, J.A and Studniarz, S.A., “Chemical shift of the hydroxyl proton of oximes in dimethyl sulfoxide” J. Org. Chem., 32: 460-462 (1967).
  • [19] Petersen, B.S. and Larsen, E., “Anti-Amphi and Cis-Trans Isomerisms in Some Bis(dioximato)nickel(II) complexes”, Acta. Chem. Scand. 27, (9): 3291–3301 (1973).
  • [20] Geary, W.J. “The Use of Conductivity Measurements in Organic Solvents for the Characterization of Coordination Compounds”, Coordin. Chem. Rev., 7: 81-122 (1971).
There are 20 citations in total.

Details

Primary Language Turkish
Subjects Engineering
Journal Section Articles
Authors

Cengiz Yenikaya This is me

Mustafa Demir This is me

Halil İlkimen This is me

Publication Date August 15, 2009
Published in Issue Year 2009 Issue: 019

Cite

APA Yenikaya, C., Demir, M., & İlkimen, H. (2009). 2-AMİNOMETİLPİRİDİN ESASLI YENİ OKSİM BİLEŞİĞİ İLE METAL KOMPLEKSLERİNİN SENTEZİ VE KARAKTERİZASYONU. Journal of Science and Technology of Dumlupınar University(019), 23-30.

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