Synthesis and Structure Characterization of a New Palladium Dithiophosphinato Complex
Year 2024,
, 12 - 19, 22.05.2024
Ahsen Albaş
,
Elif Bulat
,
Ertuğrul Gazi Sağlam
Abstract
A new Pd(II) dithiophosphinato complex was synthesised the ammonium sec-butyl (4-methoxyphenyl) dithiophosphinate ligand previously known. New Pd(II) dithiophosphinato complex’ structure was elucidated by mass spectrometry (ESI), FTIR spectroscopy, NMR (1H-, 13C- and 31P-).
Project Number
1919B012212041
References
- [1] M. Salavati-Niasari, “Host (nanocavity of zeolite-Y)-guest (tetraaza [14] annulene copper (II) complexes) nanocomposite materials: Synthesis, characterization and liquid phase oxidation of benzyl alcohol”, Journal of Molecular Catalysis A: Chemical, (2006), 245, 192-199.
- [2] M. Salavati-Niasari, “Zeolite-encapsulated nickel (II) complexes with 14-membered hexaaza macrocycle: synthesis and characterization”, Inorganic Chemistry Communications, (2004), 7, 963-966.
- [3] M. Salavati-Niasari, Z. Salimi, M. Bazarganipour, F. Davar, “Synthesis, characterization and catalytic oxidation of cyclohexane using a novel host (zeolite-Y)/guest (binuclear transition metal complexes) nanocomposite materials”, Inorganica Chimica Acta, (2009), 362, 3715-3724.
- [4] M. Salavati-Niasari, “Ship-in-a-bottle synthesis, characterization and catalytic oxidation of styrene by host (nanopores of zeolite-Y)/ guest ([bis (2-hydroxyanil) acetylacetonato manganese (III)]) nanocomposite materials (HGNM)”, Microporous and Mesoporous Materials, (2006), 95, 248-256.
- [5] M. Salavati-Niasari, “Nanoscale microreactor-encapsulation 14-membered nickel(II) hexamethyl tetraaza: synthesis, characterization and catalytic activity”, Journal of Molecular Catalysis A: Chemical, (2005), 229, 159-164.
- [6] S. Zinatloo-Ajabshir, M. Salavati-Niasari, M. Hamadanian, “Praseodymium oxide nanostructures: novel solvent-less preparation, characterization and investigation of their optical and photocatalytic properties”, RSC Advances, (2015), 43, 33792-33800.
- [7] E.G. Sağlam, “Syntheses and structural studies on some new dithiophosphinato complexes of nickel(II), cobalt(II) and mixed pyridino complexes thereof”, Inorganica Chimica Acta, (2015), 434, 188-197.
- [8] K. Diemert, W. Kuchen, “Zur Kenntnıs Der Organophosphorverbındungen, XVII1 Dithiophosphinsäuren RR'P(S)SH, Ihre Synthese, Derivate und Metallkomplexe”, Phosphorus, Sulfur Silicon Related Elements, (1977), 3, 131-136.
- [9] S. Arrowsmith, M.D. Irving, US 8,709,988, B2 (2014).
- [10] J. Chen, S. Wang, C. Xu, X. Wang, X. Feng, “Separation of Americium from Lanthanides by Purified Cyanex 301 Countercurrent Extraction in Miniature Centrifugal Contactors”, Procedia Chemistry, (2012), 7, 172-177.
- [11] J. Chen, M. Wei, X. Liu, J. Wang, “Back-end of nuclear fuel cycle in China”, Progress in Nuclear Energy, (2012), 54, 46-48.
- [12] A.V. Artem’ev, S.F. Malysheva, N.K. Gusarova, N.A. Belogorlova, S.V. Fedorov, B.V. Timokhin, V.I. Smirnov, B.A. Trofimov, “Novel quinine, lupinine, and anabasine derivatives containing dithiophosphinate groups”, Chemistry of Heterocyclic Compounds, (2012), 48, 448-452.
- [13] J.A. McCleverty, R.S.Z. Kowalski, N.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]” Journal of the Chemical Society, Dalton Transactions, (1983), 4, 627-634.
- [14] A. Bara, C. Socaciu, C. Silvestru, I. Haiduc “Antitumor organometallics. I. Activity of some diphenyltin(IV) and diphenylantimony(III) derivatives on in vitro and in vivo Ehrlich ascites tumor” Anticancer Research, (1991), 11, 4, 1651-1655.
- [15] Jing Chen, Shuwei Wang, Chao Xu, Xinhai Wang, Xiaogui Feng, “Separation of Americium from Lanthanides by Purified Cyanex 301 Countercurrent Extraction in Miniature Centrifugal Contactors” Procedia Chemistry, (2012), 7, 172-177.
- [16] J. Chen, M. Wei, X. Liu, J. Wang, “Back-end of nuclear fuel cycle in China” Progress in Nuclear Energy (2012), 54, 46.
- [17] S.M. Ghoreishi, K. Ansari, H.S. Ghaziaskar, “Supercritical extraction of toxic heavy metals from aqueous waste via Cyanex 301 as chelating agent” The Journal of Supercritical Fluids, (2012), 72, 288.
- [18] M.M. Rouhut, A.H. Currier and V.P. Wystrach, “The Preparation of Dithiophosphinates from Secondary Phosphines and Sulfur under Alkaline Conditions”, The Journal of Organic Chemistry, (1961), 26, 5133-5135.
- [19] E.G. Sağlam, Ö. Çelik, H. Yılmaz, S. İde, “Synthesis, spectroscopic characterization and X-ray single crystal structures of trans-bis [4-methoxyphenyl (3-methylbutyl) dithiophosphinato] nickel(II) and bis [4-methoxyphenyl (3-methylbutyl) dithiophosphinato]cobalt(II) complexes” Transition Metal Chemistry, (2010), 35, 399-405.
- [20] R.G. Cavell, W. Byers, E.D. Day, P.M. Watkins, “Metal complexes of substituted dithiophosphinic acids. IV. Complexes of divalent nickel, palladium, and platinum” Inorganic Chemistry, (1972), 11, 1598.
- [21] R.G. Cavell, E.D. Day, W. Byers, P.M. Watkins, “Metal complexes of substituted dithiophosphinic acids. V. Complexes of manganese, iron, and cobalt” Inorganic Chemistry, (1972), 11, 1759.
- [22] I. Haiduc, “Supramolecular associations, secondary bonds, quasi-cyclic structures and heterogeometrism in metal derivatives of phosphorus- and arsenic-based thioacids and oxo analogs” Coordination Chemistry Reviews, (1997), 158, 325.
- [23] A.A. Pinkerton, F.P. Ahlers, H.F. Greiwing, B. Krebs, “Dithiophosphinate complexes of the UO22+ ion containing a coordinated water molecule-solid state structures and stereochemical rigidity in solution” Inorganica Chimica Acta (1997), 257, 77.
- [24] J.S. Casas, M.S. García-Tasende, A. Sánchez, J. Sordo, E.E. Castellano, J. Zukerman-Schpector, “Synthesis, crystal structure and spectroscopic properties of bis(diphenyldithiophosphinato)cadmium(II)”Inorganica Chimica Acta (1994), 219, 115.
- [25] C. Byrom, M.A. Malik, P. O’Brien, A. J. P. White, D.J. Williams, “Synthesis and X-ray single crystal structures of bis (diisobutyldithiophosphinato) cadmium(II) or zinc(II): Potential single-source precursors for II/VI materials” Polyhedron, (2000), 19, 211.
- [26] M. Calligaris, G. Nardin, A. Ripamonti, “Crystal and molecular structure of zinc(II) and cobalt(II) diethyldithiophosphinates” Journal of the Chemical Society A: Inorganic, Physical, Theoretical, (1970), 714-722.
- [27] H. Keck, W. Kuchen, “Massenspektrometrische Untersuchungen An Organophosphorverbindungen IV. Über den massenspektrometrischen Zerfall von Dithiophosphinsären” Phosphorus, Sulfur Silicon Related Elements, (1983), 14, 225.
- [28] E.G. Sağlam, H. Yılmaz, H. Dal, T. Hökelek, “Synthesis and Spectroscopic Characterizations of Novel Ni(II) and Co(II) Dithiophosphinate Complexes, and X-Ray Studies on the Ni(II) Complex”, Phosphorus, Sulfur Silicon Related Elements, (2012), 187, 213-224.
- [29] A. Nimairatan, and N. Saha, "Synthesis and spectroscopic characterization of palladium (II) and platinum (II) complexes with substituted pyrazoles" Asian Journal of Chemistry, (2008), 20, 521-529.
- [30] M. Karakus, H. Yılmaz, “Synthesis and characterization of Ni(II), Zn(II), and Cd(II) complexes with dithiophosphonate derivatives”, Russian Journal of Coordination Chemistry, (2006), 32, 437–443.
Yeni Palladyum Ditiyofosfinato Kompleksi Sentezi ve Yapısının Aydınlatılması
Year 2024,
, 12 - 19, 22.05.2024
Ahsen Albaş
,
Elif Bulat
,
Ertuğrul Gazi Sağlam
Abstract
Bilinen amonyum sek-bütil(4-metoksifenil) ditiyofosfinat ligandından, yeni Pd(II) ditiyofosfinato kompleksi sentezlendi. Sentezlenen Pd(II) ditiyofosfinato kompleksinin yapısı kütle spektrometrisi (ESI), FTIR spektroskopisi, NMR (1H-, 13C- ve 31P-) ile karakterize edilmiştir.
Supporting Institution
TÜBİTAK, 2209-A Üniversite Öğrencileri Araştırma Projeleri Destekleme Programı
Project Number
1919B012212041
Thanks
Yazarlar bu çalışmaya “Üniversite Öğrencileri Araştırma Projeleri Destekleme Programı” kapsamında finansal destekte bulunan “TÜBİTAK 2209-A” projesine teşekkür ederler.
References
- [1] M. Salavati-Niasari, “Host (nanocavity of zeolite-Y)-guest (tetraaza [14] annulene copper (II) complexes) nanocomposite materials: Synthesis, characterization and liquid phase oxidation of benzyl alcohol”, Journal of Molecular Catalysis A: Chemical, (2006), 245, 192-199.
- [2] M. Salavati-Niasari, “Zeolite-encapsulated nickel (II) complexes with 14-membered hexaaza macrocycle: synthesis and characterization”, Inorganic Chemistry Communications, (2004), 7, 963-966.
- [3] M. Salavati-Niasari, Z. Salimi, M. Bazarganipour, F. Davar, “Synthesis, characterization and catalytic oxidation of cyclohexane using a novel host (zeolite-Y)/guest (binuclear transition metal complexes) nanocomposite materials”, Inorganica Chimica Acta, (2009), 362, 3715-3724.
- [4] M. Salavati-Niasari, “Ship-in-a-bottle synthesis, characterization and catalytic oxidation of styrene by host (nanopores of zeolite-Y)/ guest ([bis (2-hydroxyanil) acetylacetonato manganese (III)]) nanocomposite materials (HGNM)”, Microporous and Mesoporous Materials, (2006), 95, 248-256.
- [5] M. Salavati-Niasari, “Nanoscale microreactor-encapsulation 14-membered nickel(II) hexamethyl tetraaza: synthesis, characterization and catalytic activity”, Journal of Molecular Catalysis A: Chemical, (2005), 229, 159-164.
- [6] S. Zinatloo-Ajabshir, M. Salavati-Niasari, M. Hamadanian, “Praseodymium oxide nanostructures: novel solvent-less preparation, characterization and investigation of their optical and photocatalytic properties”, RSC Advances, (2015), 43, 33792-33800.
- [7] E.G. Sağlam, “Syntheses and structural studies on some new dithiophosphinato complexes of nickel(II), cobalt(II) and mixed pyridino complexes thereof”, Inorganica Chimica Acta, (2015), 434, 188-197.
- [8] K. Diemert, W. Kuchen, “Zur Kenntnıs Der Organophosphorverbındungen, XVII1 Dithiophosphinsäuren RR'P(S)SH, Ihre Synthese, Derivate und Metallkomplexe”, Phosphorus, Sulfur Silicon Related Elements, (1977), 3, 131-136.
- [9] S. Arrowsmith, M.D. Irving, US 8,709,988, B2 (2014).
- [10] J. Chen, S. Wang, C. Xu, X. Wang, X. Feng, “Separation of Americium from Lanthanides by Purified Cyanex 301 Countercurrent Extraction in Miniature Centrifugal Contactors”, Procedia Chemistry, (2012), 7, 172-177.
- [11] J. Chen, M. Wei, X. Liu, J. Wang, “Back-end of nuclear fuel cycle in China”, Progress in Nuclear Energy, (2012), 54, 46-48.
- [12] A.V. Artem’ev, S.F. Malysheva, N.K. Gusarova, N.A. Belogorlova, S.V. Fedorov, B.V. Timokhin, V.I. Smirnov, B.A. Trofimov, “Novel quinine, lupinine, and anabasine derivatives containing dithiophosphinate groups”, Chemistry of Heterocyclic Compounds, (2012), 48, 448-452.
- [13] J.A. McCleverty, R.S.Z. Kowalski, N.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]” Journal of the Chemical Society, Dalton Transactions, (1983), 4, 627-634.
- [14] A. Bara, C. Socaciu, C. Silvestru, I. Haiduc “Antitumor organometallics. I. Activity of some diphenyltin(IV) and diphenylantimony(III) derivatives on in vitro and in vivo Ehrlich ascites tumor” Anticancer Research, (1991), 11, 4, 1651-1655.
- [15] Jing Chen, Shuwei Wang, Chao Xu, Xinhai Wang, Xiaogui Feng, “Separation of Americium from Lanthanides by Purified Cyanex 301 Countercurrent Extraction in Miniature Centrifugal Contactors” Procedia Chemistry, (2012), 7, 172-177.
- [16] J. Chen, M. Wei, X. Liu, J. Wang, “Back-end of nuclear fuel cycle in China” Progress in Nuclear Energy (2012), 54, 46.
- [17] S.M. Ghoreishi, K. Ansari, H.S. Ghaziaskar, “Supercritical extraction of toxic heavy metals from aqueous waste via Cyanex 301 as chelating agent” The Journal of Supercritical Fluids, (2012), 72, 288.
- [18] M.M. Rouhut, A.H. Currier and V.P. Wystrach, “The Preparation of Dithiophosphinates from Secondary Phosphines and Sulfur under Alkaline Conditions”, The Journal of Organic Chemistry, (1961), 26, 5133-5135.
- [19] E.G. Sağlam, Ö. Çelik, H. Yılmaz, S. İde, “Synthesis, spectroscopic characterization and X-ray single crystal structures of trans-bis [4-methoxyphenyl (3-methylbutyl) dithiophosphinato] nickel(II) and bis [4-methoxyphenyl (3-methylbutyl) dithiophosphinato]cobalt(II) complexes” Transition Metal Chemistry, (2010), 35, 399-405.
- [20] R.G. Cavell, W. Byers, E.D. Day, P.M. Watkins, “Metal complexes of substituted dithiophosphinic acids. IV. Complexes of divalent nickel, palladium, and platinum” Inorganic Chemistry, (1972), 11, 1598.
- [21] R.G. Cavell, E.D. Day, W. Byers, P.M. Watkins, “Metal complexes of substituted dithiophosphinic acids. V. Complexes of manganese, iron, and cobalt” Inorganic Chemistry, (1972), 11, 1759.
- [22] I. Haiduc, “Supramolecular associations, secondary bonds, quasi-cyclic structures and heterogeometrism in metal derivatives of phosphorus- and arsenic-based thioacids and oxo analogs” Coordination Chemistry Reviews, (1997), 158, 325.
- [23] A.A. Pinkerton, F.P. Ahlers, H.F. Greiwing, B. Krebs, “Dithiophosphinate complexes of the UO22+ ion containing a coordinated water molecule-solid state structures and stereochemical rigidity in solution” Inorganica Chimica Acta (1997), 257, 77.
- [24] J.S. Casas, M.S. García-Tasende, A. Sánchez, J. Sordo, E.E. Castellano, J. Zukerman-Schpector, “Synthesis, crystal structure and spectroscopic properties of bis(diphenyldithiophosphinato)cadmium(II)”Inorganica Chimica Acta (1994), 219, 115.
- [25] C. Byrom, M.A. Malik, P. O’Brien, A. J. P. White, D.J. Williams, “Synthesis and X-ray single crystal structures of bis (diisobutyldithiophosphinato) cadmium(II) or zinc(II): Potential single-source precursors for II/VI materials” Polyhedron, (2000), 19, 211.
- [26] M. Calligaris, G. Nardin, A. Ripamonti, “Crystal and molecular structure of zinc(II) and cobalt(II) diethyldithiophosphinates” Journal of the Chemical Society A: Inorganic, Physical, Theoretical, (1970), 714-722.
- [27] H. Keck, W. Kuchen, “Massenspektrometrische Untersuchungen An Organophosphorverbindungen IV. Über den massenspektrometrischen Zerfall von Dithiophosphinsären” Phosphorus, Sulfur Silicon Related Elements, (1983), 14, 225.
- [28] E.G. Sağlam, H. Yılmaz, H. Dal, T. Hökelek, “Synthesis and Spectroscopic Characterizations of Novel Ni(II) and Co(II) Dithiophosphinate Complexes, and X-Ray Studies on the Ni(II) Complex”, Phosphorus, Sulfur Silicon Related Elements, (2012), 187, 213-224.
- [29] A. Nimairatan, and N. Saha, "Synthesis and spectroscopic characterization of palladium (II) and platinum (II) complexes with substituted pyrazoles" Asian Journal of Chemistry, (2008), 20, 521-529.
- [30] M. Karakus, H. Yılmaz, “Synthesis and characterization of Ni(II), Zn(II), and Cd(II) complexes with dithiophosphonate derivatives”, Russian Journal of Coordination Chemistry, (2006), 32, 437–443.