Table of Contents Author Guidelines Submit a Manuscript
Journal of Spectroscopy
Volume 2013, Article ID 982832, 8 pages
http://dx.doi.org/10.1155/2013/982832
Research Article

1H, 13C, and 15N NMR Studies of Au(III) and Pd(II) Chloride Complexes and Organometallics with 2-Acetylpyridine and 2-Benzoylpyridine

1Faculty of Chemistry, Nicolaus Copernicus University, Gagarina 7, 87100 Toruń, Poland
2Center of Molecular and Macromolecular Studies, Polish Academy of Sciences, Sienkiewicza 112, 90363 Lodz, Poland

Received 21 June 2012; Accepted 20 September 2012

Academic Editor: Fumiyuki Ito

Copyright © 2013 Daria Niedzielska et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. Y. Fuchita, H. Ieda, Y. Tsunemune, J. Kinoshita-Nagaoka, and H. Kawano, “Synthesis, structure and reactivity of a new six-membered cycloaurated complex of 2-benzoylpyridine [AuCl2(pcp-C1,N)] [pcp = 2-(2-pyridylcarbonyl)phenyl]. Comparison with the cycloaurated complex derived from 2-benzylpyridine,” Journal of the Chemical Society, no. 5, pp. 791–796, 1998. View at Google Scholar · View at Scopus
  2. A. D. Ryabov and G. M. Kazankov, “The exchange of cyclometallated ligands. II. Attempts to prepare six-membered palladocycles via the ligand exchange reaction,” Journal of Organometallic Chemistry, vol. 268, no. 1, pp. 85–90, 1984. View at Google Scholar · View at Scopus
  3. A. D. Ryabov, “New method for the synthesis of cyclopalladated compounds,” Koordinatsionnaya Khimiya, vol. 11, pp. 1532–1538, 1985. View at Google Scholar
  4. A. Bose and C. R. Saha, “Orthometalated palladium(II) complex-catalysed reduction of nitroalkanes and nitriles,” Journal of Molecular Catalysis, vol. 49, no. 3, pp. 271–283, 1989. View at Google Scholar · View at Scopus
  5. A. Bose and C. R. Saha, Indian Journal of Chemistry A, vol. 29, pp. 461–469, 1990.
  6. D. Kovala-Demertzi, A. Michaelides, and A. Aubry, “Palladium(II) complexes of 2-acylpyridines. The crystal structure of dibromo bis(phenyl-2-pyridyl ketone)palladium(II),” Inorganica Chimica Acta, vol. 194, no. 2, pp. 189–194, 1992. View at Google Scholar · View at Scopus
  7. J. G. Małecki and A. Maroń, “Spectroscopic, structure and DFT studies of palladium(II) complexes with pyridine-type ligands,” Transition Metal Chemistry, vol. 36, no. 3, pp. 297–305, 2011. View at Publisher · View at Google Scholar · View at Scopus
  8. D. Fan, E. Meléndez, J. D. Ranford, P. F. Lee, and J. J. Vittal, “Study on carbon—hydrogen activation of ketones by Gold(III) complexes and the synthesis and characterization of two ketonylgold(III) complexes,” Journal of Organometallic Chemistry, vol. 689, no. 19, pp. 2969–2974, 2004. View at Publisher · View at Google Scholar · View at Scopus
  9. Y. Zhu, B. R. Cameron, R. Mosi et al., “Inhibition of the cathepsin cysteine proteases B and K by square-planar cycloaurated gold(III) compounds and investigation of their anti-cancer activity,” Journal of Inorganic Biochemistry, vol. 105, no. 5, pp. 754–762, 2011. View at Publisher · View at Google Scholar · View at Scopus
  10. Cambridge Structural Database version 5.33, Cambridge Crystallographic Data Centre, Cambridge, UK, 2011.
  11. L. Pazderski, J. Toušek, J. Sitkowski, L. Kozerski, and E. Szłyk, “1H, 13C and 15N nuclear magnetic resonance coordination shifts in Au(III), Pd(II) and Pt(II) chloride complexes with phenylpyridines,” Magnetic Resonance in Chemistry, vol. 47, no. 8, pp. 658–665, 2009. View at Publisher · View at Google Scholar · View at Scopus
  12. L. Pazderski, T. Pawlak, J. Sitkowski, L. Kozerski, and E. Szłyk, “1H, 13C, 15N and 195Pt NMR studies of Au(III) and Pt(II) chloride organometallics with 2-phenylpyridine,” Magnetic Resonance in Chemistry, vol. 47, no. 11, pp. 932–941, 2009. View at Publisher · View at Google Scholar · View at Scopus
  13. D. Niedzielska, T. Pawlak, M. Bozejewicz, A. Wojtczak, L. Pazderski, and E. Szlyk, “Structural and spectroscopic studies of Au(III) and Pd(II) chloride complexes and organometallics with 2-benzylpyridine,” Journal of Molecular Structure, vol. 1032, pp. 195–202, 2013. View at Google Scholar
  14. K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, John Wiley and Sons, New York, NY, USA, 1978.
  15. C. Di Nicola, Effendy, F. Marchetti et al., “Syntheses, structures and spectroscopy of uni- and bi-dentate nitrogen base complexes of silver(I) trifluoromethanesulfonate,” Dalton Transactions, vol. 39, no. 3, pp. 908–922, 2010. View at Publisher · View at Google Scholar · View at Scopus
  16. M. G. B. Drew, J. P. Naskar, S. Chowdhury, and D. Datta, “A fluxional CuIN2O2 core: binding of a keto oxygen atom to CuI and AgI,” European Journal of Inorganic Chemistry, no. 23, pp. 4834–4839, 2005. View at Publisher · View at Google Scholar · View at Scopus
  17. G. A. Bowmaker, Effendy, M. Nitiatmodjo, B. W. Skelton, and A. H. White, “Syntheses and structures of some adducts of silver(I) oxyanion salts with some 2-N,O-donor-substituted pyridine bases,” Inorganica Chimica Acta, vol. 358, no. 14, pp. 4327–4341, 2005. View at Publisher · View at Google Scholar · View at Scopus
  18. K. Isobe, Y. Nakamura, and S. Kawaguchi, “Preparation and properties of the σ-picolyl complexes of palladium(II), [{PdCl(C5H4N-2-CH2)PPh3−nMen}2] (n=0, 1, and 2),” Bulletin of the Chemical Society of Japan, vol. 62, pp. 1802–1808, 1989. View at Google Scholar
  19. B. J. Borah, B. Deb, P. P. Sarmah, K. Saikia, P. P. Khound, and D. K. Dutta, “Synthesis, reactivities and catalytic carbonylation of rhodium(I) carbonyl complexes containing isomeric acetylpyridine ligands,” Inorganica Chimica Acta, vol. 370, no. 1, pp. 117–121, 2011. View at Publisher · View at Google Scholar · View at Scopus
  20. Spectral Database for Organic Compounds, National Institute of Advanced Industrial Science and Technology, 2012, http://riodb01.ibase.aist.go.jp/sdbs/.
  21. L. Pazderski, J. Toušek, J. Sitkowski, K. Maliňáková, L. Kozerski, and E. Szłyk, “Experimental and quantum-chemical studies of 1H, 13C and15N NMR coordination shifts in Au(III), Pd(II) and Pt(II) chloride complexes with picolines,” Magnetic Resonance in Chemistry, vol. 47, no. 3, pp. 228–238, 2009. View at Publisher · View at Google Scholar · View at Scopus
  22. L. Pazderski, T. Pawlak, J. Sitkowski, L. Kozerski, and E. Szłyk, “Structural correlations for 1H, 13C and 15N NMR coordination shifts in Au(III), Pd(II) and Pt(II) chloride complexes with lutidines and collidine,” Magnetic Resonance in Chemistry, vol. 48, no. 6, pp. 417–426, 2010. View at Publisher · View at Google Scholar · View at Scopus
  23. S. Alunni, G. Bellachioma, E. Clot, T. D. Giacco, L. Ottavi, and D. Zuccaccia, “Structure and reactivity of trans-bis[2-(2-chloroethyl)pyridine]palladium chloride (1). A study on the elimination reaction of 1 and 2-(2-chloroethyl) pyridine induced by quinuclidine in acetonitrile,” Journal of Organic Chemistry, vol. 70, no. 26, pp. 10688–10692, 2005. View at Publisher · View at Google Scholar · View at Scopus
  24. K. Hiraki, Y. Fuchita, and K. Takechi, “Preparation and characterization of novel six-membered cyclopalladated complexes of 2-benzylpyridine,” Inorganic Chemistry, vol. 20, no. 12, pp. 4316–4320, 1981. View at Google Scholar · View at Scopus
  25. G. Minghetti, M. A. Cinellu, S. Stoccoro, and A. Zucca, “Adducts and cyclometallated derivatives of palladium(II) with 2-(1-methylbenzyl)pyridine,” Gazzetta Chimica Italiana, vol. 122, pp. 455–459, 1992. View at Google Scholar
  26. E. C. Constable and T. A. Leese, “Cycloaurated derivatives of 2-phenylpyridine,” Journal of Organometallic Chemistry, vol. 363, no. 3, pp. 419–424, 1989. View at Google Scholar · View at Scopus
  27. R. V. Parish, J. P. Wright, and R. G. Pritchard, “Mercury(II) and gold(III) derivatives of 2-phenyl pyridines and 2-phenyl-4-(methylcarboxylato)quinoline,” Journal of Organometallic Chemistry, vol. 596, no. 1-2, pp. 165–176, 2000. View at Google Scholar · View at Scopus
  28. D. Fan, C. T. Yang, J. D. Ranford, P. F. Lee, and J. J. Vittal, “Chemical and biological studies of the dichloro(2-phenylpyridine) gold(III) complex and its derivatives,” Dalton Transactions, no. 13, pp. 2680–2685, 2003. View at Google Scholar · View at Scopus
  29. M. A. Cinellu, A. Zucca, S. Stoccoro, G. Minghetti, M. Manassero, and M. Sansoni, “Synthesis and characterization of gold(III) adducts and cyclometallated derivatives with 2-substituted pyridines. Crystal structure of [Au{NC5H4(CMe2C6H4)-2}Cl2],” Journal of the Chemical Society, no. 17, pp. 2865–2872, 1995. View at Publisher · View at Google Scholar · View at Scopus
  30. A. P. Shaw, M. Tilset, R. H. Heyn, and S. Jakobsen, “Microwave methods for the synthesis of gold(III) complexes,” Journal of Coordination Chemistry, vol. 64, no. 1, pp. 38–47, 2011. View at Publisher · View at Google Scholar · View at Scopus
  31. Y. Fuchita, H. Ieda, A. Kayama et al., “Cycloauration of 2-substituted pyridine derivatives. Synthesis, structure and reactivity of six-membered cycloaurated complexes of 2-anilino-, 2-phenoxy- and 2-(phenylsulfanyl)-pyridine,” Journal of the Chemical Society, no. 24, pp. 4095–4100, 1998. View at Google Scholar · View at Scopus
  32. M. Nonoyama, K. Nakajima, and K. Nonoyama, “Direct cycloauration of 2-anilinopyridine (Hanp) with tetrachloroaurate(III) and the X-ray crystal structure of [AuCl2(anp)],” Polyhedron, vol. 16, no. 23, pp. 4039–4044, 1997. View at Google Scholar · View at Scopus
  33. L. Pazderski, J. Toušek, J. Sitkowski, L. Kozerski, and E. Szłyk, “NMR studies of tautomerism and protonation patterns in bis(6-purinyl) disulfide and ionic forms of 6-mercaptopurine,” Polish Journal of Chemistry, vol. 81, no. 2, pp. 193–210, 2007. View at Google Scholar · View at Scopus
  34. L. Pazderski, E. Szłyk, J. Sitkowski et al., “Experimental and quantum-chemical studies of 15N NMR coordination shifts in palladium and platinum chloride complexes with pyridine, 2,2′-bipyridine and 1,10-phenanthroline,” Magnetic Resonance in Chemistry, vol. 44, no. 2, pp. 163–170, 2006. View at Publisher · View at Google Scholar · View at Scopus
  35. L. Pazderski, J. Toušek, J. Sitkowski, L. Kozerski, R. Marek, and E. Szłyk, “1H, 13C and 15N NMR coordination shifts in gold(III), cobalt(III), rhodium(III) chloride complexes with pyridine, 2,2′-bipyridine and 1,10-phenanthroline,” Magnetic Resonance in Chemistry, vol. 45, no. 1, pp. 24–36, 2007. View at Publisher · View at Google Scholar · View at Scopus
  36. M. Witanowski, L. Stefaniak, and G. A. Webb, “Nitrogen NMR Spectroscopy,” Annual Reports on NMR Spectroscopy, vol. 18, pp. 1–211, 1987. View at Google Scholar