Synthesis and Structural Characterization of Triorganotin(IV) Derivatives with 2,2′-Thiodiglycolic Acid and 3,3′-Thiodipropionic Acid



The synthesis and structural characterization of four novel triorganotin(IV) complexes, {(R3Sn)2[C2H4S(COO)2]} n (R = Me: 1), {(R3Sn)4[C2H4S(COO)2]2} n (R = nBu: 2), {(R3Sn)2[C4H8S(COO)2]} n (R = Me: 3; nBu: 4) were obtained by the reaction of 2,2′-thiodiglycolic acid, 3,3′-thiodipropionic acid and the corresponding R3SnCl (R = Me, nBu) with potassium hydroxide in methanol. All the complexes were characterized by elemental analysis, Fourier transform infrared and nuclear magnetic resonance (1H, 13C, 119Sn) spectroscopies, X-ray crystallography and thermogravimetric analyses. The crystal structures show that 1 has 2D network structure in which 2,2′-thiodiglycolic acid acts as a tetradentate ligand coordinating to the trimethyltin(IV) ions. Complexes 2, 3, and 4 are 3D metal-organic framework structures in which the deprotoned acids act as a tetradentate ligand afforded by four oxygen atoms.


Organotin (IV) Self-assembly 2,2′-Thiodiglycolic acid 3,3′-Thiodipropionic acid Crystal structures Coordination polymers 



The authors thank the National Natural Science Foundation of China (20971096) and Natural Science Foundation of Shandong Province (ZR2010BL019) for financial supported.

Supplementary material

10904_2012_9700_MOESM1_ESM.doc (2.2 mb)
Supplementary material 1 (DOC 2230 kb)
10904_2012_9700_MOESM2_ESM.doc (190 kb)
Supplementary material 2 (DOC 189 kb)


  1. 1.
    B. Linton, A.D. Hamilton, Chem. Rev. 97, 1669 (1997)CrossRefGoogle Scholar
  2. 2.
    D.L. Caulder, K.N. Raymond, Acc. Chem. Res. 32, 975 (1999)CrossRefGoogle Scholar
  3. 3.
    M.J. Zaworotko, Chem. Soc. Rev. 238 (1994)Google Scholar
  4. 4.
    O.M. Yaghi, H. Li, C. Davis, D. Richardson, T.L. Groy, Acc. Chem. Res. 31, 474 (1998)CrossRefGoogle Scholar
  5. 5.
    M.J. Plater, A.J. Roberts, J. Marr, E.E. Lachowski, R.A. Howie, Dalton Trans. 797 (1998)Google Scholar
  6. 6.
    Y.F. Huang, K.H. Lii, Dalton Trans. 4085 (1998)Google Scholar
  7. 7.
    C.Y. Chen, P.P. Chu, K.H. Lii, Chem. Commun. 1473 (1999)Google Scholar
  8. 8.
    W.J. Li, D.F. Du, S.S. Liu, C.G. Zhu, A.M. Sakho, D.S. Zhu, L. Xu, J. Organomet. Chem. 695, 2153 (2010)CrossRefGoogle Scholar
  9. 9.
    C.L. Liu, W.J. Li, D.F. Du, D.S. Zhu, L. Xu, J. Mol. Struct. 994, 263 (2011)CrossRefGoogle Scholar
  10. 10.
    X.J. Zhao, D.C. Li, Q.F. Zhang, D.Q. Wang, J.M. Dou, Inorg. Chem. Commun. 13, 346 (2010)CrossRefGoogle Scholar
  11. 11.
    C.L. Ma, Q.F. Wang, R.F. Zhang, J.K. Li, J. Inorg. Organomet. Polym. 18, 229 (2008)CrossRefGoogle Scholar
  12. 12.
    R.F. Zhang, Q.L. Li, C.L. Ma, Heteroat. Chem. 2, 1 (2009)Google Scholar
  13. 13.
    C.L. Ma, Q.F. Wang, R.F. Zhang, J. Inorg. Organomet. Polym. 19, 152 (2009)CrossRefGoogle Scholar
  14. 14.
    G.M. Sheldrick, SHELXL-97, Program for Structure Solution (University of Göttingen, Göttingen, 1997)Google Scholar
  15. 15.
    R.R. Holmes, C.G. Schmid, V. Chandrasekhar, R.O. Day, J.M. Homels, J. Am. Chem. Soc. 109, 1408 (1987)CrossRefGoogle Scholar
  16. 16.
    G.K. Sandhu, R. Hundal, J. Organomet. Chem. 412, 31 (1991)CrossRefGoogle Scholar
  17. 17.
    K. Chandra, R.K. Sharma, B.S. Garg, R.P. Singh, J. Inorg. Nucl. Chem. 42, 187 (1980)CrossRefGoogle Scholar
  18. 18.
    G. Socrates, Infrared Characteristic Group Frequencies (Wiley, London, 1980)Google Scholar
  19. 19.
    J. Holecek, M. Nadvornik, K. Handlir, A. Lycka, J. Organomet. Chem. 315, 299 (1986)CrossRefGoogle Scholar
  20. 20.
    C.L. Ma, Q.L. Li, M.J. Guo, R.F. Zhang, J. Organomet. Chem. 694, 4230 (2009)CrossRefGoogle Scholar
  21. 21.
    A. Bondi, J. Phys. Chem. 68, 441 (1964)CrossRefGoogle Scholar
  22. 22.
    K. Sisido, Y. Takeda, Z. Kinugawa, J. Am. Chem. Soc. 83, 538 (1961)CrossRefGoogle Scholar
  23. 23.
    C.L. Ma, B.Y. Zhang, S.L. Zhang, R.F. Zhang, J. Organomet. Chem. 696, 2165 (2011)CrossRefGoogle Scholar
  24. 24.
    V. Chandrasekhar, S. Nagendran, V. Baskar, Coord. Chem. Rev. 235, 1 (2002)CrossRefGoogle Scholar
  25. 25.
    H.D. Yin, H.Y. Wang, D.Q. Wang, J. Organomet. Chem. 693, 585 (2008)CrossRefGoogle Scholar
  26. 26.
    C.L. Ma, G.R. Tian, R.F. Zhang, Inorg. Chem. Commun. 9, 882 (2006)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC 2012

Authors and Affiliations

  1. 1.Department of ChemistryLiaocheng UniversityLiaochengPeople’s Republic of China

Personalised recommendations