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Transition Metal Chemistry

, Volume 11, Issue 4, pp 131–137 | Cite as

Transition metal ion complexes of thiosemicarbazones derived from 2-acetylpyridineN-oxide. I. The 4-methyl derivative

  • Douglas X. West
  • Robert M. Makeever
  • Gozen Ertem
  • John P. Scovill
  • Lewis K. Pannell
Full Papers

Summary

TheN-methyl-2-[1-(2-pyridinyl-1-oxide)ethylidene]hydrazinecarbothioamide, HLO4M, has been used to prepare a series of CoIII, NiII and CuII complexes. Species with two deprotonated LO4M ligands, one LO4M and one HLO4M ligand, two HLO4M ligands and one HLO4M ligand with two small anionic ligands have been isolated. The deprotonated LO4M bonds as a tridentate ligandvia theN-oxide oxygen, the imine nitrogen (N1 and the sulphur while the HLO4M ligand coordinates primarily as a bidentate ligandvia only the first two atoms listed above. I.r., electronic, mass and e.s.r. spectra have been used to determine the nature of these complexes. One of the more striking differences between these compounds and those prepared with other thiosemicarbazones of 2-acetylpyridine and 2-acetylpyridineN-oxide is that tetrahedral yellow [Ni(HL)X2] rather than planar brown [NiLX] (X=Cl or Br) solids have been isolated with this ligand. Other differences in the nature of the coordination spheres of the various metal ions occur with this particular ligand when compared to previously studied thiosemicarbazone complexes.

Keywords

Oxygen Nitrogen Sulphur Coordination Sphere Striking Difference 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. (1).
    D. L. Klayman, J. P. Scovill, J. F. Bartosevich and J. Brace,J. Med. Chem., 26, 35 (1983) and refs. therein.Google Scholar
  2. (2).
    J. P. Scovill, D. L. Klayman and C. F. Franchino,J. Med. Chem., 25, 1261 (1982).Google Scholar
  3. (3).
    J. P. Scovill, D. L. Klayman, C. Lambros, G. E. Childs and J. D. Notsch,J. Med. Chem., 27, 87 (1984).Google Scholar
  4. (4).
    D. X. West, R. M. Makeever, J. P. Scovill and D. L. Klayman,Polyhedron, 3, 947 (1984).Google Scholar
  5. (5).
    Y. K. Bhoon, J. P. Scovill and D. L. Klayman,Ind. J. Chem., 22A, 267 (1983).Google Scholar
  6. (6).
    D. X. West, P. M. Ahrweiler, G. Ertem, J. P. Scovill, D. L. Klayman, J. L. Flippen-Anderson, R. Gilardi, C. George and L. K. Pannell,Transition Met. Chem., 10, 264 (1985).Google Scholar
  7. (7).
    L. K. Pannell, H. M. Fales, J. P. Scovill, D. L. Klayman, D. X. West and R. Tate,Transition Met. Chem., 10, 141 (1985).Google Scholar
  8. (8).
    D. X. West, G. Ertem, R. M. Makeever, J. P. Scovill and D. L. Klayman,Transition Met. Chem.,10, 41 (1985).Google Scholar
  9. (9).
    W. J. Geary,Coord. Chem. Rev., 7, 81 (1971).Google Scholar
  10. (10).
    R. Raina and T. S. Srivastava,Inorg. Chim. Acta, 67, 83 (1982).Google Scholar
  11. (11).
    R. Raina and T. S. Srivastava,Ind. J. Chem., 22A, 701 (1983).Google Scholar
  12. (12).
    S. Chandra, B. B. Kaul, K. B. Pandeya and R. P. Singh,J. Inorg. Nud. Chem., 39, 2079 (1977).Google Scholar
  13. (13).
    Y. K. Bhoon,Polyhedron, 2, 365 (1983).Google Scholar
  14. (14).
    R. Singh, J. P. Srivastava and L. K. Mishra,Ind. J. Chem., 15A, 805 (1977).Google Scholar
  15. (15).
    N. C. Mishra, B. B. Mohapatra and S. Guru,J. Inorg. Nud. Chem., 41, 408 (1979).Google Scholar
  16. (16).
    M. Mohan and Manmohan,Synth. React. Inorg. Met.-Org. Chem., 12, 761 (1982).Google Scholar
  17. (17).
    B. B. Mahapatra and S. K. Pujari,Ind. J. Chem., 22A, 525 (1983).Google Scholar
  18. (18).
    L. C. Nathan and R. O. Ragsdale,Inorg. Chim. Acta, 10, 177 (1974).Google Scholar
  19. (19).
    V. S. Hagley, R. E. Kohrman and D. X. West,J. Inorg. Nud. Chem., 39, 1959 (1977).Google Scholar
  20. (20).
    K. Mukkanti, K. B. Pandeya and R. P. Singh,Ind. J. Chem., 21a, 641 (1982).Google Scholar
  21. (21).
    M. M. Abou-Sekkina, A. El-Dissouky and A. Z. El-Sonbati,Acta Chim. Hung., 114, 29 (1983).Google Scholar
  22. (22).
    A. C. Fabretti, G. C. Franchini and G. Peyronel,Transition Met. Chem., 3, 363 (1978).Google Scholar
  23. (23).
    M. Goodgame and K. W. Johns,Inorg. Chim. Acta, 55, 15 (1981).Google Scholar
  24. (24).
    L. Casella, M. E. Silver and J. A. Ibers,Inorg. Chem., 23, 1409 (1984).Google Scholar
  25. (25).
    C. M. Mikulski, L. L. Pytlewski and N. M. Karayannis,Synth. React. Inorg. Met-Org. Chem., 9, 401 (1979); A. N. Speca, C. M. Mikulski, F. J. Iaconianni, L. L. Pytlewski and N. M. Karayannis,Inorg. Chim. Acta, 37, L551 (1979).Google Scholar
  26. (26).
    M. J. Bew, B. J. Hathaway and R. J. Fereday,J. Chem. Soc., Dalton Trans., 1229 (1972).Google Scholar
  27. (27).
    A. B. P. Lever, E. Mantovani and B. S. Ramaswamy,Can. J. Chem., 49, 1957 (1971).Google Scholar
  28. (28).
    S. A. Boyd, R. E. Kohrman and D. X. West,J. Inorg. Nucl. Chem., 38, 607 (1976); V. Hagley, R. E. Kohrman and D. X. West,J. Inorg. Nucl. Chem., 39, 1959 (1977); L. J. Chartier, R. E. Kohman and D. X. West,J. Inorg. Nucl. Chem., 41, 657 (1979); R. J. Hartley and D. X. West,J. Inorg. Nucl. Chem., 42, 1141 (1980) and D. X. West,Inorg. Chim. Acta, 71, 251 (1983).Google Scholar
  29. (29).
    A. B. P. Lever,Inorganic Electronic Spectroscopy, p. 307, Elsevier, New York.Google Scholar
  30. (30).
    N. Saha and N. Mukherjee,Synth. React. Inorg. Met.-Org. Chem., 14, 1151 (1984).Google Scholar
  31. (31).
    P. Souza, J. A. Garcia-Vazquez and J. R. Masaguer,Transition Met. Chem., 9, 318 (1984).Google Scholar
  32. (32).
    N. Saha and S. K. Kar,J. Inorg. Nud. Chem., 39, 195 (1977); N. Saha, K. M. Datta and A. K. Adak,Ind. J. Chem., 20A, 744 (1981).Google Scholar
  33. (33).
    B. C. Bloodworth, B. Demetriou and R. Grzeskowiak,Inorg. Chim. Acta, 34, L197 (1979).Google Scholar
  34. (34).
    J. C. T. Rendell and L. K. Thompson,Can. J. Chem., 57, 1 (1979).Google Scholar
  35. (35).
    G. Formicka-Kozlowska, H. Kozlowski and B. Jezowska-Trzebiatowska,Inorg. Chim. Acta, 25, 1 (1977).Google Scholar

Copyright information

© VCH Verlagsgesellschaft mbH 1986

Authors and Affiliations

  • Douglas X. West
    • 1
  • Robert M. Makeever
    • 1
  • Gozen Ertem
    • 1
  • John P. Scovill
    • 2
  • Lewis K. Pannell
    • 3
  1. 1.Department of ChemistryIllinois State UniversityNormalUSA
  2. 2.Division of Experimental TherapeuticsWalter Reed Army Institute of ResearchWashington, DCUSA
  3. 3.National Institute of Arthritis, Diabetes, Digestive and Kidney DiseasesNational Institutes of HealthBethesdaUSA

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