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Crystal structures of methyl and benzyl 5-ferrocenyl-3,5-dimethyl-2-pyrazoline-1-dithiocarboxylate

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Abstract

Reactions of E-4-ferrocenylpent-3-en-2-one with S-methyldithiocarbazate or S-benzyldithiocarbazate result in the formation of methyl 5-ferrocenyl-3,5-dimethyl-2-pyrazoline-1-dithiocarboxylate (1) or benzyl 5-ferrocenyl-3,5-dimethyl-2-pyrazoline-1-dithiocarboxylate (2). The single crystals of both products are obtained and their structures are identified by X-ray diffraction method with triclinic P-1 space groups. The cell parameters for compound 1 are as follows: a = 7.7029(8) Å, b = 10.1631(11) Å, c = 10.7305(12) Å, α = 101.3270(10)°, β = 90.6740(10)°, γ = 94.8390(10)°, and V = 820.40(15) Å3. For compound 2, the crystallographic data are: a = 7.953(3) Å, b = 10.970(5) Å, c = 12.534(3) Å, α = 84.718(5)°, β = 81.651(3)°, γ = 76.274(4)Å, and V = 1049.1(7) Å3.

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References

  1. L. Knorr and A. Blank, Ber. Dtsch. Chem. Ges., 18, 316 (1885).

    Google Scholar 

  2. N. G. Kelekci, S. Koyunoglu, S. Yabanoglu, K. Yelekci, O. Ozgen, G. Ucar, K. Erol, E. Kendi, and A. Yesilada, Bioorg. Med. Chem., 22, 23 (2008)

    Google Scholar 

  3. E. Palaskaa, M. Aytemira, I. T. Uzbay, and D. Erola, Eur. J. Med. Chem., 36, 539 (2001)

    Article  Google Scholar 

  4. Y. R. Prasad, A. L. Rao, L. Prasoona, K. Murali, and P. R. Kumar, Bioorg. Med. Chem. Lett., 15, 5030 (2005)

    Article  CAS  Google Scholar 

  5. V. Jayaprakash, B. N. Sinha, G. Ucar, and A. Ercan, Bioorg. Med. Chem. Lett., 18, 6362 (2008)

    Article  CAS  Google Scholar 

  6. F.-B. Li, T.-X. Liu, Y.-S. Huang, and G.-W. Wang, J. Org. Chem., 74, 7743 (2009)

    Article  CAS  Google Scholar 

  7. Y.-S. Huang and G.-W. Wang, Theochem., 860, 24 (2008).

    Article  CAS  Google Scholar 

  8. F. F. Barsoum and A. S. Girgis, Eur. J. Med. Chem., 15, 1 (2008)

    Google Scholar 

  9. M. Amir, H. Kumar, and S. A. Khan, Bioorg. Med. Chem. Lett., 18, 918 (2008)

    Article  CAS  Google Scholar 

  10. X. Chen and N. Ayres, Macromolecules, 43, 1341 (2010)

    Article  CAS  Google Scholar 

  11. X. Chen, K. Ding, and N. Ayres, Polum. Chem., 2, 2635 (2011)

    Article  CAS  Google Scholar 

  12. A. Ozdemir, G. TuranZitouni, Z. A. Kaplancıklı, G. Revial, and K. Guven, Eur. J. Med. Chem., 42, 403 (2007).

    Article  Google Scholar 

  13. M. Shaharyar and A. A. Siddiqui, Bioorg. Med. Chem. Lett., 16, 4571 (2006).

    Article  Google Scholar 

  14. B. A. Bhat, K. L. Dhar, S. C. Puri, A. K. Saxena, M. Shanmugavel, and G. N. Qazi, Bioorg. Med. Chem. Lett., 15, 3177 (2005).

    Article  CAS  Google Scholar 

  15. F. Chimenti, B. Bizzarri, F. Manna, A. Bolasco, D. Secci, P. Chimenti, A. Granese, D. Rivanera, D. Lilli, M. M. Scaltrito, and M. I. Brenciaglia, Bioorg. Med. Chem. Lett., 15, 603 (2005).

    Article  CAS  Google Scholar 

  16. M. Jina, Y. J. Liang, R. Lua, X. H. Chuai, Z. H. Yi, Y. Y. Zhao, and H. J. Zhang, Syn. Met., 140, 37 (2004).

    Article  Google Scholar 

  17. G. Bai, J. Li, D. Li, C. Dong, X. Han, and P. Lin, Dy. Pigmen., 75, 93 (2007).

    Article  CAS  Google Scholar 

  18. F. Wilkerson, G. P. Kelly, C. Michael, and D. Oelkrug, J. Photochem. Photobiol. A, 52, 309 (1990)

    Article  Google Scholar 

  19. D. E. Rivett, J. Rosevear, and J. F. K. Wilshire, Aust. J. Chem., 32, 1601 (1979).

    Article  CAS  Google Scholar 

  20. Y. Ju and R. S. Varma, J. Org. Chem., 71, 135 (2006)

    Article  CAS  Google Scholar 

  21. K. Alex, A. Tillack, N. Schwarz, and M. Beller, Org. Lett., 10, 2377 (2008)

    Article  CAS  Google Scholar 

  22. J. P. Waldo, S. Mehta, and R. C. Larock, J. Org. Chem., 73, 6666 (2008)

    Article  CAS  Google Scholar 

  23. S.-L. Cui, J. Wang, and Y.-G. Wang, Org. Lett., 10, 13 (2008).

    Article  CAS  Google Scholar 

  24. SAINT, Version 6.02a, Bruker AXS Inc., Madison, WI (2002).

    Google Scholar 

  25. G. M. Sheldrick, SADABS, Program for Bruker Area Detector Absorption Correction, Univ. Göttingen, Germany (1997).

    Google Scholar 

  26. G. M. Sheldrick, SHELXS-97, Program for Crystal Structure Solution, Univ. Göttingen, Germany (1997)

    Google Scholar 

  27. G. M. Sheldrick, SHELXL-97, Program for Crystal Structure Refinement, Univ. Göttingen, Germany (1997).

    Google Scholar 

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Correspondence to X. Zhu.

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Original Russian Text © 2013 X. Zhu, D.-S. Xiang, W.-Y. Shi

The text was submitted by the authors in English. Zhurnal Strukturnoi Khimii, Vol. 54, No. 6, pp. 1077–1081, November–December, 2013.

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Zhu, X., Xiang, D.S. & Shi, W.Y. Crystal structures of methyl and benzyl 5-ferrocenyl-3,5-dimethyl-2-pyrazoline-1-dithiocarboxylate. J Struct Chem 54, 1107–1111 (2013). https://doi.org/10.1134/S0022476613060152

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  • DOI: https://doi.org/10.1134/S0022476613060152

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