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Synthesis of Silica-Supported Platinum(II) and Nickel(II) Complexes of Bis(Diphenylphosphinomethyl)Amino Ligand: Applications as Catalysts for the Synthesis of 2-Methyl-1,4-Naphthoquinone (Vitamin K3)

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Abstract

Pt(II) and Ni(II) complexes of N,N-bis(diphenylphosphinomethyl)aminopropyltriethoxysilane [(CH3CH2O)3Si(CH2)3N(CH2PPh2)2] (DIPAPTES) and silica supported [SiO2–(DIPAPES)] ligands have been synthesized under nitrogen atmosphere using Schlenk method and characterized by using atomic absorption, FT-IR, NMR (1H and 31P) and elemental analysis techniques. All the complexes were used as catalysts for the oxidation of 2-methyl naphthalene (2MN) to 2-methyl-1,4-naphthoquinone (vitamin K3, menadione, 2MNQ) using hydrogen peroxide as a clean and cheap oxidant. [Pt–(DIPAPTES)Cl2] and supported complex [SiO2–(DIPAPES)–PtCl2] showed medium catalytic activity whereas Ni(II) complexes did not show any catalytic activity for the selective oxidation of 2-methyl naphthalene to 2-methyl-1,4-naphthoquinone.

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References

  1. S. Uruş, O. Serindağ, M. Diğrak, Heteroat. Chem. 16(6), 484–491 (2005)

    Article  CAS  Google Scholar 

  2. S. Uruş, M. Keleş, O. Serindağ, Phosphorus Sulfur Silicon Relat. Elem., 406326-GPPS-2009-0117.R1 (2010) (in press)

  3. M. Keleş, O. Serindağ, S. Yaşar, İ. Özdemir, Phosphorus Sulfur Silicon Relat. Elem. doi:10.1080/10426500902754278 (2008)

  4. M. Keleş, T. Keleş, O. Serindağ, Trans. Met. Chem. 33(6), 717–720 (2008)

    Article  CAS  Google Scholar 

  5. J. Fawcett, P.A.T. Hoye, R.D.W. Kemmitt, D.J. Law, J. Russell, J. Chem. Soc. Dalton Trans. 17, 2563–2568 (1993)

    Article  Google Scholar 

  6. D.L. Davies, J. Neild, L.J.S. Prouse, D.R. Russell, Polyhedron 12(17), 2121–2124 (1993)

    Article  CAS  Google Scholar 

  7. P. Sgarbossa, A. Scarso, E. Pizzo, S.M. Sbovata, A. Tassan, R.A. Michelin, G. Strukul, J. Mol. Catal. A Chem. 261, 202–206 (2007)

    Article  CAS  Google Scholar 

  8. D. Ramakrishna, B.R. Bhat, R. Karvembu, Catal. Commun. 11, 498–501 (2010)

    Article  CAS  Google Scholar 

  9. M.S. Balakrishna, P. Chandrasekaran, P.P. George, Coord. Chem. Rev. 241, 87–117 (2003)

    Article  CAS  Google Scholar 

  10. A. Cavarzan, G. Bianchini, P. Sgarbossa, L. Lefort, S. Gladiali, A. Scarso, G. Strukul, Chem. Eur. J. 15, 7930–7939 (2009)

    Article  CAS  Google Scholar 

  11. J. Sun, Y. Shan, Y. Xu, Y. Cui, H. Schumann, M. Hummert, J. Polym. Sci. Polym. Chem. 42, 6071–6080 (2004)

    Article  CAS  Google Scholar 

  12. O.A. Zalomaeva, O.A. Kholdeeva, A.B. Sorokin, C.R., Chimie 10(7), 598–603 (2007)

    Google Scholar 

  13. J.K. Kochi, K. Jay, Organometallic Mechanisms and Catalysis (Academic Press, New York, 1978)

    Google Scholar 

  14. K. Yube, K. Mae, Chem. Eng. Technol. 28, 331–336 (2005)

    Article  CAS  Google Scholar 

  15. O.A. Anunziata, L.B. Pierella, A.R. Beltramane, J. Mol. Catal. A Chem. 149, 255–261 (1999)

    Article  CAS  Google Scholar 

  16. S. Narayanan, K.V.V.S.B.S.R. Murthy, K. Reddy, N. Premchander, Appl. Catal. A Gen. 228, 161–165 (2002)

    Article  CAS  Google Scholar 

  17. J. Kowalski, J. Plosznska, A. Sobkowiak, Catal. Commun. 4, 603–608 (2003)

    Article  CAS  Google Scholar 

  18. W.A. Herrmann, J.J. Haider, R.W. Fischer, J. Mol. Catal. Chem. 138, 115–121 (1999)

    Article  CAS  Google Scholar 

  19. S. Yamazaki, Tetrahedron Lett. 42, 3355–3357 (2001)

    Article  CAS  Google Scholar 

  20. H.R. Khavasi, S.S.H. Davarani, N. Safari, J. Mol. Catal. A Chem. 188, 115–122 (2002)

    Article  CAS  Google Scholar 

  21. O.A. Kholdeeva, O.A. Zalomaeva, A.B. Sorokin, I.D. Ivanchikova, C.D. Pina, M. Rossi, Catal. Today 121, 58–64 (2007)

    Article  CAS  Google Scholar 

  22. O.A. Anunziata, A.R. Beltramone, J. Cussa, Appl. Catal. A Gen. 270, 77–85 (2004)

    Article  CAS  Google Scholar 

  23. R.A. Sheldon, Top. Curr. Chem. 164, 21 (1993)

    CAS  Google Scholar 

  24. J. Fawcett, R.D.W. Kemmitt, D.R. Russell, O. Serindag, J. Organomet. Chem. 486, 171–176 (1995)

    Article  CAS  Google Scholar 

  25. P.E. Garrau, Chem. Rev. 81, 229–266 (1981)

    Article  Google Scholar 

  26. M. Keles, O. Altan, O. Serindag, Heteroat. Chem. 19, 113–118 (2008)

    Article  CAS  Google Scholar 

  27. M. Keleş, Z. Aydin, O. Serindağ, J. Organomet. Chem. 692, 1951–1955 (2007)

    Article  CAS  Google Scholar 

  28. T.M. Kolev, S.G. Varbanov, B.A. Stamboliyska, G. Hagele, E.D. Russeva, Colloids Surf. A Physicochem. Eng. Asp. 150, 31–43 (1999)

    Article  Google Scholar 

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Acknowledgments

We would like to thank to Oxyvit Kimya San.Tic.A.Ş. for their all supports. The authors also thank to Çukurova University (Project No: FEF2007D007) and Sütçü İmam University for financial support.

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Authors and Affiliations

  1. University-Industry-Public, Research-Development and Application Center, Sütçü İmam University, 46100, Kahramanmaraş, Turkey

    Serhan Uruş

  2. Department of Chemistry, Faculty of Science and Letters, Osmaniye Korkut Ata University, 80000, Osmaniye, Turkey

    Mustafa Keleş

  3. Department of Chemistry, Faculty of Science and Letters, University of Çukurova, 01330, Adana, Turkey

    Osman Serindağ

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  1. Serhan Uruş
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  2. Mustafa Keleş
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  3. Osman Serindağ
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Correspondence to Serhan Uruş.

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Uruş, S., Keleş, M. & Serindağ, O. Synthesis of Silica-Supported Platinum(II) and Nickel(II) Complexes of Bis(Diphenylphosphinomethyl)Amino Ligand: Applications as Catalysts for the Synthesis of 2-Methyl-1,4-Naphthoquinone (Vitamin K3). J Inorg Organomet Polym 20, 152–160 (2010). https://doi.org/10.1007/s10904-010-9328-y

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