Skip to main content
Log in

Palladium(II) Complexes Based on N,S-Donor Ligands: Synthesis and Molecular Structures

  • Published:
Journal of Structural Chemistry Aims and scope Submit manuscript

Abstract

Phenyl(chloro)dithioformate is treated with pyrazole derivatives and phenyl(Pz-1-carbodithioate) ligands (Pz = pyrazole (1), 3-methylpyrazole (2), and 3,5-dimethylpyrazole (3)) are obtained. These ligands are treated with PdCl2 in acetonitrile and complexes of the general formula Pd(L)Cl2 form in an essentially quantitative yield. The ligands are found to be N,S-bidentate linkers, and 5-membered palladacycles are obtained. Precursors 1–3 are oily materials and characterized by 1H and 13C NMR spectroscopy. Due to a partial solubility of Pd complexes, the complete set of NMR data cannot be collected. The structural elucidation is also accompanied by elemental and mass spectrometric analyses. Solid-state structures of complexes 5 and 6 are determined by X-ray diffraction. The data obtained for complexes 5 and 6 are also calculated by DFT using the TURBOMOLE program package. Experimental and calculated data sets are found to be in close agreement with each other.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. F. Aryanasab, A. Z. Halimehjani, and M. R. Said. Tetrahedron Lett., 2010, 51, 790–792.

    Article  CAS  Google Scholar 

  2. R. T. Mayadunne, E. Rizzardo, J. Chiefari, Y. K. Chong, G. Moad, and S. H. Thang. Macromolecules, 1999, 32, 6977–6980.

    Article  CAS  Google Scholar 

  3. A. Z. Halimehjani, M. A. Ranjbari, and H. P. Zanussi. RSC Adv., 2013, 3, 22904–22908.

    Article  CAS  Google Scholar 

  4. H. Dentel, I. Chataigner, J.-F. Lohier, and M. Gulea. Tetrahedron, 2012, 68, 2326–2335.

    Article  CAS  Google Scholar 

  5. T. Zhivotova, A. Gazaliev, M. Ibraev, S. Fazylov, and R. Kasenov. Russ. J. Appl. Chem., 2004, 77, 1321–1324.

    Article  CAS  Google Scholar 

  6. D. J. Keddie, C. Guerrero-Sanchez, G. Moad, R. J. Mulder, E. Rizzardo, and S. H. Thang. Macromolecules, 2012, 45, 4205–4215.

    Article  CAS  Google Scholar 

  7. G. Błotny. Synthesis, 1983, 1983, 391/392.

    Article  Google Scholar 

  8. L. Marcheselli, C. Preti, M. Tagliazucchi, V. Cherchi, L. Sindellari, A. Furlani, A. Papaioannou, and V. Scarcia. Eur. J. Med. Chem., 1993, 28, 347–352.

    Article  CAS  Google Scholar 

  9. F. E. Parodi, D. Mao, T. L. Ennis, M. A. Bartoli, and R. W. Thompson. J. Cardiovasc. Surg., 2005, 41, 479–489.

    Google Scholar 

  10. S. Ozkirimli, T. I. Apak, M. Kiraz, and Y. Yegenoglu. Arch. Pharmacol. Res., 2005, 28, 1213–1218.

    Article  CAS  Google Scholar 

  11. S. M. Mamba, A. K. Mishra, B. B. Mamba, P. B. Njobeh, M. F. Dutton, and E. Fosso-Kankeu. Spectrochim. Acta, Part A, 2010, 77, 579–587.

    Article  CAS  Google Scholar 

  12. T. Chatterjee, S. Bhadra, and B. C. Ranu. Green Chem., 2011, 13, 1837–1842.

    Article  CAS  Google Scholar 

  13. N. Mustafaev, M. Kulieva, K. Mustafaev, T. Kulibekova, G. Kakhramanova, M. Safarova, and N. Novotorzhina. Russ. J. Org. Chem., 2013, 49, 198–203.

    Article  CAS  Google Scholar 

  14. A. Z. Halimehjani, K. Marjani, and A. Ashouri. Green Chem., 2010, 12, 1306–1310.

    Article  CAS  Google Scholar 

  15. H. K. Chopra, S. K. Nayak, and P. S. Panesar. Int. J. Pharm. Chem. Res., 2011, 1, 01–09.

    Google Scholar 

  16. C. N. Kapanda, J. Masquelier, G. Labar, G. G. Muccioli, J. H. Poupaert, and D. M. Lambert. J. Med. Chem., 2012, 55, 5774–5783.

    Article  CAS  PubMed  Google Scholar 

  17. Y. Liu and W. Bao. Tetrahedron Lett., 2007, 48, 4785–4788.

    Article  CAS  Google Scholar 

  18. P. Jarzynka, A. Topolski, M. Uzarska, and R. Czajkowski. Inorg. Chim. Acta, 2014, 413, 60–67.

    Article  CAS  Google Scholar 

  19. M. M. Alavi Nikje and M. A. Bigdeli. Phosphorus, Sulfur, Silicon, 2004, 179, 1445–1448.

    Article  CAS  Google Scholar 

  20. G. Müller, M. Klinga, P. Osswald, M. Leskelä, and B. Rieger. Z. Naturforschung B, 2002, 57, 803–809.

    Article  Google Scholar 

  21. S. A. Khan, A. Noor, R. Kempe, H. Subhan, A. Shah, and E. Khan. J. Coord. Chem., 2014, 67, 2425–2434.

    Article  CAS  Google Scholar 

  22. M. S. Mohlala, I. A. Guzei, J. Darkwa, and S. F. Mapolie. J. Mol. Catal. A: Chem., 2005, 241, 93–100.

    Article  CAS  Google Scholar 

  23. T. Kottke and D. Stalke. J. Appl. Crystallogr., 1993, 26, 615–619.

    Article  Google Scholar 

  24. A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A. Guagliardi, A. G. Moliterni, G. Polidori, and R. Spagna. J. Appl. Crystallogr., 1999, 32, 115–119.

    Article  CAS  Google Scholar 

  25. G. Sheldrick. SHELXL97: Programs for Crystal Structure Analysis Release 97-2. Institut für Anorganische Chemie der Universität Göttingen: Göttingen, 1998.

    Google Scholar 

  26. L. J. Farrugia. J. Appl. Crystallogr., 1999, 32, 837/838.

    Google Scholar 

  27. A. Gansäuer, M. Seddiqzai, T. Dahmen, R. Sure, and S. Grimme. TURBOMOLE V6.5 2013, a development of University of Karlsruhe, Forschungszentrum Karlsruhe GmbH, 1989–2007. TURBOMOLE GmbH, since 2007; available from http://www.turbomole.com, 2013, 9, 1620–1629.

    Google Scholar 

  28. K. Eichkorn, O. Treutler, H. Oehm, M. Häser, and R. Ahlrichs. Chem. Phys. Lett., 1995, 242, 652–660.

    Article  CAS  Google Scholar 

  29. S. Vosko, L. Wilk, and M. Nusair. Can. J. Phys., 1980, 58, 1200–1211.

    Article  CAS  Google Scholar 

  30. F. Weigend and R. Ahlrichs. Phys. Chem. Chem. Phys., 2005, 7, 3297–3305.

    Article  CAS  Google Scholar 

  31. P. N. Yadav, M. A. Demertzis, D. Kovala-Demertzi, S. Skoulika, and D. X. West. Inorg. Chim. Acta, 2003, 349, 30–36.

    Article  CAS  Google Scholar 

  32. L. G. Bonnet, R. E. Douthwaite, R. Hodgson, J. Houghton, B. M. Kariuki, and S. Simonovic. Dalton Trans., 2004, 3528–3535.

    Google Scholar 

  33. J. A. Perez, V. Montoya, J. A. Ayllon, M. Font-Bardia, T. Calvet, and J. Pons. Inorg. Chim. Acta, 2013, 394, 21–30.

    Article  CAS  Google Scholar 

  34. E. Khan, U. A. Khan, A. Badshah, M. N. Tahir, and A. A. Altaf. J. Mol. Struct., 2014, 1060, 150–155.

    Article  CAS  Google Scholar 

  35. L. Ronconi, C. Marzano, P. Zanello, M. Corsini, G. Miolo, C. Macca, A. Trevisan, and D. Fregona. J. Med. Chem., 2006, 49, 1648–1657.

    Article  CAS  PubMed  Google Scholar 

  36. M. J. Cleare and J. D. Hoeschele. Bioinorg. Chem., 1973, 2, 187–210.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to E. Khan.

Additional information

Text © 2019 S. A. Khan, E. Khan, A. Noor, S. Schwarz.

Zhurnal Strukturnoi Khimii, Vol. 60, No. 1, pp. 166–173, January, 2019.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Khan, S.A., Khan, E., Noor, A. et al. Palladium(II) Complexes Based on N,S-Donor Ligands: Synthesis and Molecular Structures. J Struct Chem 60, 159–167 (2019). https://doi.org/10.1134/S0022476619010220

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0022476619010220

Keywords

Navigation