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Synthesis and structure of bis(tetraphenylantimony) malonate

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Abstract

Bis(tetraphenylantimony) malonate was synthesized by the reaction of tetraphenylantimony bromide with silver malonate (the molar ratio was 2:1) in toluene. According to the X-ray diffraction data, the tridentate carboxylate ligand is a chelate. The coordination number of the Sb(1) atom involved in a contact with the carbonyl oxygen atom increases to six (Sb(1)—O(1), 2.199(7) Å; Sb(1)—O(3), 2.362(7) Å). Another antimony atom remains five-coordinate (Sb(2)—O(4), 2.304(7) Å). The antimony atoms Sb(1) and Sb(2) have distorted octahedral and trigonal-bipyramidal coordination geometry, respectively.

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References

  1. G. A. Abakumov, A. V. Piskunov, V. K. Cherkasov, I. L. Fedushkin, V. P. Ananikov, D. B. Eremin, Ev. G. Gordeev, I. P. Beletskaya, A. D. Averin, M. N. Bochkarev, A. A. Trifonov, U. M. Dzhemilev, V. A. D’yakonov, M. P. Egorov, A. N. Vereshchagin, M. A. Syroeshkin, V. V. Jouikov, A. M. Muzafarov, A. A. Anisimov, A. V. Arzumanyan, Yu. N. Kononevich, M. N. Temnikov, O. G. Sinyashin, Yu. H. Budnikova, A. R. Burilov, A. A. Karasik, V. F. Mironov, P. A. Storozhenko, G. I. Shcherbakova, B. A. Trofimov, S. V. Amosova, N. K. Gusarova, V. A. Potapov, V. B. Shur, V. V. Burlakov, V. S. Bogdanov, M. V. Andreev, Russ. Chem. Rev., 2018, 87, 393.

    Article  CAS  Google Scholar 

  2. T. E. Stolyarova, A. S. Shavyrin, J. P. Finet, A. Yu. Fedorov, Russ. Chem. Bull., 2003, 52, 1736.

    Article  CAS  Google Scholar 

  3. R. Nomura, Y. Yamada, H. Matsuda, Appl. Organomet. Chem., 1988, 2, 557.

    Article  CAS  Google Scholar 

  4. R. Nomura, Y. Yamada, H. Matsuda, Appl. Organomet. Chem., 1989, 3, 355.

    Article  CAS  Google Scholar 

  5. Y.-Z. Huang, Y. Liao, J. Org. Chem., 1991, 56, 1381.

    Article  CAS  Google Scholar 

  6. Y.-Z. Huang, L.-J. Zhang, C. Chen, G.-Z. Guo, J. Org. Chem., 1991, 412, 47.

    Article  CAS  Google Scholar 

  7. L.-J. Zhang, Y.-Z. Huang, Z.-H. Huang, Tetrahedron Lett., 1991, 32, 6579.

    Article  CAS  Google Scholar 

  8. L.-J. Zhang, X.-S. Mo, J.-L. Huang, Y.-Z. Huang, Tetrahedron Lett., 1993, 34, 1621.

    Article  CAS  Google Scholar 

  9. S. A. Lermontov, S. V. Shkavrov, A. S. Lermontov, S. I. Zavorin, Russ. Chem. Bull., 1998, 47, 1607.

    Article  CAS  Google Scholar 

  10. R. Nomura, T. Nakano, Y. Yamada, H. Matsuda, J. Org. Chem., 1991, 56, 4076.

    Article  CAS  Google Scholar 

  11. R. Nomura, Y. Hasegawa, M. Ishimoto, T. Toyosaki, H. Matsuda, J. Org. Chem., 1992, 57, 7339.

    Article  CAS  Google Scholar 

  12. R. Nomura, S.-I. Miyazaki, T. Nakano, H. Matsuda, Chem. Ber., 1990, 123, 2081.

    Article  CAS  Google Scholar 

  13. R. Nomura, S.-I. Miyazaki, T. Nakano, H. Matsuda, Appl. Organomet. Chem., 1991, 5, 513.

    Article  CAS  Google Scholar 

  14. J. J. Monagle, J. Org. Chem., 1962, 27, 3851.

    Article  CAS  Google Scholar 

  15. S. B. Maerov, J. Polym. Sci. Polym. Chem. Ed., 1979, 17, 4033.

    Article  CAS  Google Scholar 

  16. R. Nomura, A. Ninagawa, H. Matsuda, J. Org. Chem., 1980, 45, 3735.

    Article  CAS  Google Scholar 

  17. R. Nomura, T. Wada, Y. Yamada, H. Matsuda, Chem. Lett., 1986, 15, 1901.

    Article  Google Scholar 

  18. R. Nomura, H. Hisada, A. Ninagawa, H. Matsuda, Macromol. Chem. Rapid Commun., 1980, 1, 135.

    Article  CAS  Google Scholar 

  19. R. N. P. Yadav, Acad. Voices., 2013, 3, 40.

    Article  Google Scholar 

  20. M. K. Khosa, M. Mazhar, S. Ali, K. C. Molloy, S. Dastgir, F. Shaheen, Turk. J. Chem., 2006, 30, 731.

    CAS  Google Scholar 

  21. M. K. Khosa, M. Mazhar, S. Ali, K. Shahid, F. Malik, Turk. J. Chem., 2006, 30, 345.

    CAS  Google Scholar 

  22. Y. Q. Ma, L. Yu, J. S. Li, Heteroatom Chem., 2002, 13, 299.

    Article  CAS  Google Scholar 

  23. J. Jiang, H. Yin, F. Wang, Z. Han, F. Wang, S. Cheng, M. Hong, Dalton Trans., 2013, 42, 8563.

    Article  CAS  Google Scholar 

  24. Y. C. Chen, S. X. Zhou, H. H. Yang, J. Appl. Polym. Sci., 2005, 995, 1032.

    Article  Google Scholar 

  25. M. N. Xiong, S. Zhou, L. Wu, B. Wang, L. Yang, Polymer, 2004, 45, 8127.

    Article  CAS  Google Scholar 

  26. T. P. Chou, G. Z. Cao, J. Sol-Gel Sci. Techn., 2003, 27, 31.

    Article  CAS  Google Scholar 

  27. Y. Y. Yu, C. Y. Chen, W. C. Chen, Polymer, 2003, 44, 593.

    Article  CAS  Google Scholar 

  28. C. R. Kagan, D. B. Mitzi, C. D. Dimitrakopoulos, Science, 1999, 286, 945.

    Article  CAS  Google Scholar 

  29. Cambridge Structural Database System, Version 5.40, 2018.

  30. P. L. Millington, D. B. Sowerby, J. Chem. Soc., Dalton Trans., 1992, 7, 1199.

    Article  Google Scholar 

  31. I. N. Zubakina, I. V. Egorova, V. V. Zhidkov, Proc. Int. Conf. “XXI Mendeleev Congress on General and Applied Chemistry” (Saint-Petersburg, September 9–13, 2019), Saint-Petersburg, 2019, p. 187.

  32. E. Pretsch, P. Bühlmann, C. Affolter, Structure Determination of Organic Compounds: Tables of Spectral Data, Springer, Berlin, 2000, 421 pp.

    Book  Google Scholar 

  33. B. C. Smith, Infrared Spectral Interpretation: A Systematic Approach, CRC Press, 1998, 288 pp.

  34. B. Cordero, V. Gomez, A. E. Platero-Prats, M. Reves, J. Echeverria, E. Cremades, F. Barragan, S. Alvarez, J. Chem. Soc., Dalton Trans., 2008, 21, 2832.

    Article  Google Scholar 

  35. M. Mantina, A. C. Chamberlin, R. Valero, C. J. Cramer, D. G. Truhlar, J. Phys. Chem., 2009, 113, 5806.

    Article  CAS  Google Scholar 

  36. G. Ferguson, B. Kaither, C. Glidewell, S. Smit, J. Organomet. Chem., 1991, 419, 283.

    Article  CAS  Google Scholar 

  37. R. Dickerson, H. Gray, G. Haight, Chemical Principles, 1979, 1037 pp.

  38. V. V. Skopenko, A. Yu. Tsivadze, L. I. Savranskii, A. D. Garnovskii, Kordinatsionnaya khimiya [Coordination Chemistry], Akademkniga, Moscow, 2007, 487 pp. (in Russian).

    Google Scholar 

  39. J. A. Goedkoop, C. H. MacGillavry, Acta Crystallogr., 1957. 10, 125.

    Article  CAS  Google Scholar 

  40. G. M. Sheldrick, SHELXTL PLUS, Program for the Refinement of Crystal Structure, Göttingen University, Göttingen (Germany), 1993.

    Google Scholar 

  41. O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard, H. Puschmann, OLEX2, J. Appl. Crystallogr., 2009, 42, 339.

    Article  CAS  Google Scholar 

  42. J. Chatt, F. G. Mann, J. Chem. Soc., 1940, 1192.

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Correspondence to I. V. Egorova.

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Based on the materials of the XXI Mendeleev Congress on General and Applied Chemistry (September 9–13, 2019, St. Petersburg, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1279–1283, July, 2020.

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Egorova, I.V., Zhidkov, V.V., Zubakina, I.N. et al. Synthesis and structure of bis(tetraphenylantimony) malonate. Russ Chem Bull 69, 1279–1283 (2020). https://doi.org/10.1007/s11172-020-2898-0

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