Yeni Fenantrolin İçerikli Ditiyofosfonato Nikel Kompleksinin Sentezi ve Karakterizasyonu
Yıl 2024,
Cilt: 4 Sayı: 1, 20 - 25, 22.05.2024
Ayşe Zeynep Varlı
,
Elif Bulat
,
Ertuğrul Gazi Sağlam
Öz
Bu çalışmada, bilinen Ni(II) ditiyofosfonato kompleksinden Lewis bazı içerikli yeni fenantrolin Ni(II)ditiyofosfonato kompleksi sentezlendi. İyonik yapıda kompleks paramanyetik özelliğe sahiptir. Sentezlenen koordinasyon bileşiğinin yapısı elementel analiz, manyetik duyarlılık ölçümleriyle beraber, FT-IR ve kütle spektroskopisi ölçümleriyle de aydınlatılmıştır.
Destekleyen Kurum
TÜBİTAK, 2209-A Üniversite Öğrencileri Araştırma Projeleri Destekleme Programı
Proje Numarası
TÜBİTAK 2209-A
Teşekkür
Yazarlar bu çalışmaya “Üniversite Öğrencileri Araştırma Projeleri Destekleme Programı” kapsamında finansal destekte bulunan, “TÜBİTAK 2209-A” projesine teşekkür ederler.
Kaynakça
- [1] Van-Zyl W.E., Fackler J.P., “A General and Convenient Route to Dithiophosphonate Salt Derivatives,” Phosphorus, Sulfur, and Silicon and the Related Elements, (2000), 167, 117-132, doi: 10.1100/tsw.2001.77.
- [2] G.K. Ziyatdinova, G.K. Budnikov, A.I. Samigullin, G.T. Gabdullina, A.V. Sofronov, L.A. Al'metkina, I.S. Nizamov, R.A. Cherkasov, “Electrochemical determination of synthetic antioxidants of bisdithiophosphonic acids,” J Anal Chem, (2010), 65, 1273-1279.
- [3] J.A. Mc.Cleverty, S.Z. Rick, N. Kowalski, A. Bailey, R. Mulvaney, D.A. O'Cleirigh, “Aspects of the inorganic chemistry of rubber vulcanisation. Part 4. Dialkyl- and diaryl-dithiophosphate and -dithiophosphinate complexes of zinc: phosphorus-31 nuclear magnetic resonance spectral studies and structures of [NMe4][Zn{S2P(OC6H4Me-p)2}3] and [NEt4][Zn(S2PPh2)3],” J. Chem. Soc. Dalton Trans., (1983), 4, 627-634.
- [4] V.Kabra, S. Mitharwal, S. Singh, “Synthesis and Insecticidal Activity of Novel Dithiophosphonates,” Phosphorus, Sulfur, and Silicon and the Related Elements, (2009), 184 (9) 2431-2442.
- [5] A. Banaei, A. Saadat, P. McArdle, M.M. Goli, “Crystal structure, antibacterial activity and nanoparticles of Cd(II) complex derived from dithiophosphonate ligand,” Phosphorus, Sulfur, and Silicon and the Related Elements, (2018), 193 (6) 369-367.
- [6] H. Xihong, T. Guoxin, C. Jing, R. Linfeng, “Characterization of the extracted complexes of trivalent lanthanides with purified cyanex 301 in comparison with trivalent actinide complexes,” J. Chem. Soc., Dalton Trans., (2014), 43 17352-17357.
- [7] I. Haiduc, D.B. Sowerby, “Stereochemical aspects of phosphor-1,1-dithiolato metal complexes (dithiophosphates, dithiophosphinates): Coordination patterns, molecular structures and supramolecular associations-I,” Polyhedron, (1995), 14, 3389-3472.
- [8] I. Haiduc, J. Organomet, “Thiophosphorus and related ligands in coordination, organometallic and supramolecular chemistry. A personal account,” Journal of Organometallic Chemistry, (2001), 623 (1-2) 29-42.
- [9] E.G. Sağlam, A. Ebinç, “Syntheses and Spectroscopic Characterization on New [O–3-phenyl-1-propyl-(4-methoxyphenyl) dithiophosphonato] Ni(II), Cd(II) and Hg(II) Complexes,” J. Turkish Chem. Soc., (2018), A. 5 (3) 1239-1248.
- [10] M.Karakus, P. Lönnecke, M. Hildebrand, E. Hey-Hawkins, “Chiral Heterobimetallic Gold(I) Ferrocenyldithiophosphonato Complexes,” Zeitschrift für Anorganische und Allgemeine Chemie, (2011), 637(7-8), 983-987.
- [11] E.G. Sağlam, S. Akkoç, N. Acar, H. Dal, Ö. Tutsak, L. Açık, “New heterobimetallic ferrocenyl dithiophosphonato Cd(II) and Hg(II) Complexes: DNA Interactions, Antimicrobial and Anticancer Activity Studies of the Cd(II) Complexes” ChemistrySelect, (2021), 6, 44, 12496.
- [12] E.G. Sağlam, E. Bulat, C.T. Zeyrek, S. Akkoç, Y. Zorlu, H. Yılmaz, “2,4- Bis (2,4-dimethoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide and its derivatives: Syntheses, structural characterizations, anticancer activities, and theoretical studies on some dithiophosphonato Ni(II) complex”, J. Mol. Struct., (2023), 1272, 134197.
- [13] E.G. Sağlam, S. Akkoç, C.T. Zeyrek, H. Dal, Ö. Tutsak, “New heterobimetallic nickel(II) ferrocenyldithiophosphonato complexes: Syntheses, characterization, antiproliferative activity and X-ray, DFT, molecular docking studies on trans-bis-[O-3-methyl-1-butyl-(ferrocenyl)dithiophosphonato]nickel(II)” Inorganica Chimica Acta, (2021), 514, 119991.
- [14] T.E. Kokina, L.A. Glinskaya, E.A. Sankova, R.F. Klevtsova, S.V. Larionov, “Crystal and molecular structure and properties of [Ni(4-NH2Py)2(iso-Bu2PS2)2] and [Co(4-NH2Py)(iso-Bu2PS2)2],” Journal of Structural Chemistry, (2005), 46, 1031–1038.
- [15] M.C. Aragoni, M. Arca, N.R. Champness, A.V. Chernikov, F.A. Devillanova, F.Isaia, V. Lippolis, N.S. Oxtoby, G. Verani, S.Z. Vatsadze, C. Wilson, “Designed Assembly of Low-dimensional Molecular Units: Novel Neutral Coordination Polymers Based on (Phosphonodithioato)NiII Complexes,” Eur. J. Inorg. Chem, (2004), (10), 2004, 2008-2012.
- [16] R.F. Klevtsova, L.A. Glinskaya, T.E. Kokina, S.V. Larionov, “Crystal Structures of [Ni(Phen)(i‐Bu2PS2)2] and [Ni(Phen)3](i‐Bu2PS2)2] Complexes and Interaction between Coordinated 1,10‐Phenanthroline Molecules,” Journal of Structural Chemistry, (2003), 44, 256-267.
- [17] M. Karakus, H. Yilmaz, Russ., “Synthesis and characterization of Ni(II), Zn(II), and Cd(II) complexes with dithiophosphonate derivatives,” Russian Journal of Coordination Chemistry, (2006), 32, (6), 437-443.
- [18] M. Chakravarty, S. Pailloux, S. Ouizem, K.A. Smith, E.N. Duesler, R.T. Paine, N.J. Williams, R.D. Hancock, “Synthesis and metal coordination chemistry of (phenyl)(pyridin-2-ylmethyl)phosphinodithioic acid, [2-C5H4N]CH2P(S)(SH)(Ph),” Polyhedron, (2012), 33, 327-335.
- [19] A.S. Batsanov, C. Bilton, R.M.K. Deng, K.B. Dillon, A.E. Goeta, J.A.K. Howard, H.J. Shepherd, S. Simon, I. Tembwe, “Saccharinate–metal complexes with 1,10-phenanthroline (phen) or 2,2′-bipyridine (bipy) as co-ligands; the synthesis, crystal and molecular structures of five new compounds of divalent metals,” Inorg. Chim. Acta, (2011), 365, 225-231.
- [20] E.G. Sağlam, E. Bulat, H. Yılmaz, “The Syntheses and Characterization of New Dithiophosphonates derived from Novel 2,4-Bis(methoxytolyl)-1,3-dithia-2,4-diphosphetane 2,4- disulfides and Their Ni(II) Complexes,” JOTCSA., (2020), 7, 789-800.
- [21] E.G. Sağlam, S. Akkoç, Y. Zorlu, E. Bulat, A. Akgün, “New phenanthroline nickel(II) organodithio-phosphorus complexes: Syntheses, structural characterizations and in vitro cytotoxic activity studies,” Polyhedron, (2020), 199, 115097.
Synthesis and Characterization of a New Phenanthroline-Containing Dithiophosphonato Nickel Complex
Yıl 2024,
Cilt: 4 Sayı: 1, 20 - 25, 22.05.2024
Ayşe Zeynep Varlı
,
Elif Bulat
,
Ertuğrul Gazi Sağlam
Öz
In this study, a new Lewis base-containing phenanthroline Ni(II) dithiophosphonato complex was synthesized from Ni(II)dithiophosphonato complex which is previously known. The complex has ionic structure and paramagnetic properties. The structure of the synthesized coordination compound was elucidated by elemental analysis, magnetic susceptibility measurements, FT-IR and mass spectroscopy measurements.
Proje Numarası
TÜBİTAK 2209-A
Kaynakça
- [1] Van-Zyl W.E., Fackler J.P., “A General and Convenient Route to Dithiophosphonate Salt Derivatives,” Phosphorus, Sulfur, and Silicon and the Related Elements, (2000), 167, 117-132, doi: 10.1100/tsw.2001.77.
- [2] G.K. Ziyatdinova, G.K. Budnikov, A.I. Samigullin, G.T. Gabdullina, A.V. Sofronov, L.A. Al'metkina, I.S. Nizamov, R.A. Cherkasov, “Electrochemical determination of synthetic antioxidants of bisdithiophosphonic acids,” J Anal Chem, (2010), 65, 1273-1279.
- [3] J.A. Mc.Cleverty, S.Z. Rick, N. Kowalski, A. Bailey, R. Mulvaney, D.A. O'Cleirigh, “Aspects of the inorganic chemistry of rubber vulcanisation. Part 4. Dialkyl- and diaryl-dithiophosphate and -dithiophosphinate complexes of zinc: phosphorus-31 nuclear magnetic resonance spectral studies and structures of [NMe4][Zn{S2P(OC6H4Me-p)2}3] and [NEt4][Zn(S2PPh2)3],” J. Chem. Soc. Dalton Trans., (1983), 4, 627-634.
- [4] V.Kabra, S. Mitharwal, S. Singh, “Synthesis and Insecticidal Activity of Novel Dithiophosphonates,” Phosphorus, Sulfur, and Silicon and the Related Elements, (2009), 184 (9) 2431-2442.
- [5] A. Banaei, A. Saadat, P. McArdle, M.M. Goli, “Crystal structure, antibacterial activity and nanoparticles of Cd(II) complex derived from dithiophosphonate ligand,” Phosphorus, Sulfur, and Silicon and the Related Elements, (2018), 193 (6) 369-367.
- [6] H. Xihong, T. Guoxin, C. Jing, R. Linfeng, “Characterization of the extracted complexes of trivalent lanthanides with purified cyanex 301 in comparison with trivalent actinide complexes,” J. Chem. Soc., Dalton Trans., (2014), 43 17352-17357.
- [7] I. Haiduc, D.B. Sowerby, “Stereochemical aspects of phosphor-1,1-dithiolato metal complexes (dithiophosphates, dithiophosphinates): Coordination patterns, molecular structures and supramolecular associations-I,” Polyhedron, (1995), 14, 3389-3472.
- [8] I. Haiduc, J. Organomet, “Thiophosphorus and related ligands in coordination, organometallic and supramolecular chemistry. A personal account,” Journal of Organometallic Chemistry, (2001), 623 (1-2) 29-42.
- [9] E.G. Sağlam, A. Ebinç, “Syntheses and Spectroscopic Characterization on New [O–3-phenyl-1-propyl-(4-methoxyphenyl) dithiophosphonato] Ni(II), Cd(II) and Hg(II) Complexes,” J. Turkish Chem. Soc., (2018), A. 5 (3) 1239-1248.
- [10] M.Karakus, P. Lönnecke, M. Hildebrand, E. Hey-Hawkins, “Chiral Heterobimetallic Gold(I) Ferrocenyldithiophosphonato Complexes,” Zeitschrift für Anorganische und Allgemeine Chemie, (2011), 637(7-8), 983-987.
- [11] E.G. Sağlam, S. Akkoç, N. Acar, H. Dal, Ö. Tutsak, L. Açık, “New heterobimetallic ferrocenyl dithiophosphonato Cd(II) and Hg(II) Complexes: DNA Interactions, Antimicrobial and Anticancer Activity Studies of the Cd(II) Complexes” ChemistrySelect, (2021), 6, 44, 12496.
- [12] E.G. Sağlam, E. Bulat, C.T. Zeyrek, S. Akkoç, Y. Zorlu, H. Yılmaz, “2,4- Bis (2,4-dimethoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide and its derivatives: Syntheses, structural characterizations, anticancer activities, and theoretical studies on some dithiophosphonato Ni(II) complex”, J. Mol. Struct., (2023), 1272, 134197.
- [13] E.G. Sağlam, S. Akkoç, C.T. Zeyrek, H. Dal, Ö. Tutsak, “New heterobimetallic nickel(II) ferrocenyldithiophosphonato complexes: Syntheses, characterization, antiproliferative activity and X-ray, DFT, molecular docking studies on trans-bis-[O-3-methyl-1-butyl-(ferrocenyl)dithiophosphonato]nickel(II)” Inorganica Chimica Acta, (2021), 514, 119991.
- [14] T.E. Kokina, L.A. Glinskaya, E.A. Sankova, R.F. Klevtsova, S.V. Larionov, “Crystal and molecular structure and properties of [Ni(4-NH2Py)2(iso-Bu2PS2)2] and [Co(4-NH2Py)(iso-Bu2PS2)2],” Journal of Structural Chemistry, (2005), 46, 1031–1038.
- [15] M.C. Aragoni, M. Arca, N.R. Champness, A.V. Chernikov, F.A. Devillanova, F.Isaia, V. Lippolis, N.S. Oxtoby, G. Verani, S.Z. Vatsadze, C. Wilson, “Designed Assembly of Low-dimensional Molecular Units: Novel Neutral Coordination Polymers Based on (Phosphonodithioato)NiII Complexes,” Eur. J. Inorg. Chem, (2004), (10), 2004, 2008-2012.
- [16] R.F. Klevtsova, L.A. Glinskaya, T.E. Kokina, S.V. Larionov, “Crystal Structures of [Ni(Phen)(i‐Bu2PS2)2] and [Ni(Phen)3](i‐Bu2PS2)2] Complexes and Interaction between Coordinated 1,10‐Phenanthroline Molecules,” Journal of Structural Chemistry, (2003), 44, 256-267.
- [17] M. Karakus, H. Yilmaz, Russ., “Synthesis and characterization of Ni(II), Zn(II), and Cd(II) complexes with dithiophosphonate derivatives,” Russian Journal of Coordination Chemistry, (2006), 32, (6), 437-443.
- [18] M. Chakravarty, S. Pailloux, S. Ouizem, K.A. Smith, E.N. Duesler, R.T. Paine, N.J. Williams, R.D. Hancock, “Synthesis and metal coordination chemistry of (phenyl)(pyridin-2-ylmethyl)phosphinodithioic acid, [2-C5H4N]CH2P(S)(SH)(Ph),” Polyhedron, (2012), 33, 327-335.
- [19] A.S. Batsanov, C. Bilton, R.M.K. Deng, K.B. Dillon, A.E. Goeta, J.A.K. Howard, H.J. Shepherd, S. Simon, I. Tembwe, “Saccharinate–metal complexes with 1,10-phenanthroline (phen) or 2,2′-bipyridine (bipy) as co-ligands; the synthesis, crystal and molecular structures of five new compounds of divalent metals,” Inorg. Chim. Acta, (2011), 365, 225-231.
- [20] E.G. Sağlam, E. Bulat, H. Yılmaz, “The Syntheses and Characterization of New Dithiophosphonates derived from Novel 2,4-Bis(methoxytolyl)-1,3-dithia-2,4-diphosphetane 2,4- disulfides and Their Ni(II) Complexes,” JOTCSA., (2020), 7, 789-800.
- [21] E.G. Sağlam, S. Akkoç, Y. Zorlu, E. Bulat, A. Akgün, “New phenanthroline nickel(II) organodithio-phosphorus complexes: Syntheses, structural characterizations and in vitro cytotoxic activity studies,” Polyhedron, (2020), 199, 115097.