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Synthesis of titanium(iv) 3,6-di-tert-butylcatecholate complexes

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Abstract

Two synthetic approaches were used for the synthesis of 3,6-di-tert-butylcatecholate derivatives of titanium(iv). These approaches are based on the exchange reaction between sodium catecholate and titanium(iv) chloride and the reaction of 3,6-di-tert-butylpyrocatechol with titanium tetrabutoxide. Depending on the reaction conditions, the former method allows the synthesis of the titanium monocatecholate complex 3,6-CatTiCl2(THF)2 (3,6-Cat is doubly deprotonated 3,6-di-tert-butylpyrocatechol) or bimetallic sodium titanium catecholate derivatives. Using the latter method, it is possible to synthesize six-coordinate titanium(iv) bis-cate-cholate complexes in high yields after the introduction of neutral bidentate donor ligands (TMEDA, DME, 2,2′-bipyridyl) to the reaction mixture.

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References

  1. D. Peri, S. Meker, M. Shavit, E. Y. Tshuva, Chem. Eur. J., 2009, 15, 2403.

    Article  CAS  PubMed  Google Scholar 

  2. A. Tzubery, E. Y. Tshuva, Inorg. Chem., 2012, 51, 1796.

    Article  CAS  PubMed  Google Scholar 

  3. S. L. Hancock, R. Gati, M. F. Mahon, E. Y. Tshuva, M. D. Jones, Dalton Trans., 2014, 43, 1380.

    Article  CAS  PubMed  Google Scholar 

  4. T. J. Boyle, L. J. Tribby, T. M. Alam, S. D. Bunge, G. P. Holland, Polyhedron, 2005, 24, 1143.

    Article  CAS  Google Scholar 

  5. J. B. Benedict, Ph. Coppens, J. Am. Chem. Soc., 2010, 132, 2938.

    Article  CAS  PubMed  Google Scholar 

  6. J. Hou, Q. Zhang, Yu. Wua, Yu. Liu, L. Du, Ch.-Ho Tung, Yi. Wang, Inorg. Chim. Acta, 2016, 443, 279–283.

    Article  CAS  Google Scholar 

  7. J. Hou, J. Hu, Q. Sun, G. Zhang, Ch.-Ho Tung, Yi. Wang, Inorg. Chem., 2016, 55, 7075.

    Article  CAS  PubMed  Google Scholar 

  8. Sh. Yang, Hu-Ch. Su, J.-Le Hou, W. Luo, D.-H. Zou, Q.-Yu Zhu, J. Dai, Dalton Trans., 2017, 46, 9639.

    Article  CAS  PubMed  Google Scholar 

  9. K. Gigant, A. Rammal, M. Henry, J. Am. Chem. Soc., 2001, 123, 11632.

    Article  CAS  PubMed  Google Scholar 

  10. M. G. Davidson, M. D. Jones, M. D. Lunn, M. F. Mahon, Inorg. Chem., 2006, 45, 2282.

    Article  CAS  PubMed  Google Scholar 

  11. T. A. Bazhenova, N. V. Kovaleva, G. V. Shilov, G. N. Petrova, D. A. Kuznetsov, Eur. J. Inorg. Chem., 2016, 5215.

    Google Scholar 

  12. A. J. Nielson, J. M. Waters, Eur. J. Inorg. Chem., 2015, 2028.

    Google Scholar 

  13. T. G. Larocque, G. G. Lavoie, J. Organomet. Chem., 2012, 715, 26.

    Article  CAS  Google Scholar 

  14. V. A. Tuskaev, S. Ch. Gagieva, D. A. Kurmaev, I. V. Fedyanin, S. V. Zubkevich, B. M. Bulychev, Russ. Chem. Bull., 2018, 67, 377.

    Article  CAS  Google Scholar 

  15. I. V. Smolyaninov, A. I. Poddel'sky, S. A. Smolyaninova, S. A. Luzhnova, N. T. Berberova, Russ. Chem. Bull., 2015, 64, 2223.

    Article  CAS  Google Scholar 

  16. I. V. Smolyaninov, O. V. Pitikova, A. I. Poddel'sky, N. T. Berberova, Russ. Chem. Bull., 2018, 67, 1857.

    Article  CAS  Google Scholar 

  17. B. A. Borgias, S. R. Cooper, Y. B. Koh, K. N. Raymond, Inorg. Chem., 1984, 23, 1009.

    Article  CAS  Google Scholar 

  18. C. Chaumont, P. Mobian, M. Henry, Dalton Trans., 2014, 43, 1.

    Article  Google Scholar 

  19. K. J. Blackmore, M. B. Sly, M. R. Haneline, J. W. Ziller, A. F. Heyduk, Inorg. Chem., 2008, 47, 10522.

    Article  CAS  PubMed  Google Scholar 

  20. R. Goddard, C. Kruger, G. A. Hadi, K.-H. Thiele, J. Scholz, Z. Naturforsch., B: Chem.Sci., 1994, 49, 519.

    Article  CAS  Google Scholar 

  21. T. Spaniel, H. Görls, J. Scholz, Angew. Chem. Int. Ed., 1998, 37, 1862.

    Article  CAS  Google Scholar 

  22. M. G. Thorn, P. E. Fanwick, I. P. Rothwell, Organometallics, 1999, 18, 4442.

    Article  CAS  Google Scholar 

  23. N. A. Ketterer, J. W. Ziller, A. L. Rheingold, A. F. Heyduk, Organometallics, 2007, 26, 5330.

    Article  CAS  Google Scholar 

  24. S. Anga, K. Naktode, H. Adimulam, T. K. Panda, Dalton Trans., 2014, 43, 14876.

    Article  CAS  PubMed  Google Scholar 

  25. K. M. Clark, Inorg. Chem., 2016, 55, 6443.

    Article  CAS  PubMed  Google Scholar 

  26. A. G. Morozov, I. L. Fedushkin, E. Irran, A. Grohmann, Inorg. Chem. Commun., 2018, 95, 50.

    Article  CAS  Google Scholar 

  27. G. A. Abakumov, V. K. Cherkasov, T. N. Kocherova, N. O. Druzhkov, Yu. A. Kurskii, M. P. Bubnov, G. K. Fukin, L. G. Abakumova, Russ. Chem. Bull., 2007, 56, 1849.

    Article  CAS  Google Scholar 

  28. M. P. Shurygina, N. O. Druzhkov, M. V. Arsen'ev, M. P. Bubnov, G. K. Fukin, S. A. Chesnokov, V. K. Cherkasov, Russ. J. Org. Chem., 2011, 47, 486.

    Article  CAS  Google Scholar 

  29. E. N. Egorova, N. O. Druzhkov, K. A. Kozhanov, A. V. Cherkasov, V. K. Cherkasov, Russ. Chem. Bull., 2017, 66, 1629.

    Article  CAS  Google Scholar 

  30. G. A. Abakumov, A. V. Piskunov, V. K. Cherkasov, I. L. Fedushkin, V. P. Ananikov, D. B. Eremin, E. G. Gordeev, I. P. Beletskaya, A. D. Averin, M. N. Bochkarev, A. A. Trifonov, U. M. Dzhemilev, V. A. Dyakonov, 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. Synyashin, 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 

  31. M. G. Chegerev, A. V. Piskunov, Russ. J. Coord. Chem., 2018, 44, 305.

    Article  Google Scholar 

  32. C. Reichardt, Solvents and Solvent Ef ects in Organic Chemistry, Wiley-VCH Verlag, Weinheim, Germany, 2003, 653 pp.

    Google Scholar 

  33. A. V. Lado, A. I. Poddel'sky, A. V. Piskunov, G. K. Fukin, E. V. Baranov, V. N. Ikorskii, V. K. Cherkasov, G. A. Abakumov, Inorg. Chim. Acta, 2005, 358, 4443.

    Article  CAS  Google Scholar 

  34. S. S. Batsanov, Russ. J. Inorg. Chem., 1991, 36, 1694.

    Google Scholar 

  35. S. N. Brown, Inorg. Chem., 2012, 51, 1251.

    Article  CAS  PubMed  Google Scholar 

  36. I. S. Belostotskaya, N. L. Komissarova, E. V. Dzhuaryan, V. V. Ershov, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1972, 21, 1535.

    Article  Google Scholar 

  37. A. J. Gordon, R. A. Ford, The Chemist Companion, Wiley, New York, 1972.

    Google Scholar 

  38. V. A. Garnov, V. I. Nevodchikov, L. G. Abakumova, G. A. Abakumov, V. K. Cherkasov, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1987, 36, 1728.

    Article  Google Scholar 

  39. S. Kaskel, K. Schlichte, G. Chaplais, M. Khanna, J. Mater. Chem., 2003, 13, 1496.

    Article  CAS  Google Scholar 

  40. Agilent (2014). CrysAlis Pro. Agilent Technologies Ltd, Yarnton, Oxfordshire, England.

    Google Scholar 

  41. Bruker (2016). APEX3. Bruker AXS Inc., Madison, Wisconsin, USA.

    Google Scholar 

  42. L. Krause, R. Herbst-Irmer, G.M. Sheldrick, D. Stalke, J. Appl. Cryst., 2015, 48, 3.

    Article  CAS  Google Scholar 

  43. G. M. Sheldrick, Acta Cryst., 2015, C71, 3.

    Google Scholar 

Download references

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Correspondence to A. V. Piskunov.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1414–1423, July, 2019.

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Meshcheryakova, I.N., Shavyrin, A.S., Cherkasov, A.V. et al. Synthesis of titanium(iv) 3,6-di-tert-butylcatecholate complexes. Russ Chem Bull 68, 1414–1423 (2019). https://doi.org/10.1007/s11172-019-2570-8

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  • DOI: https://doi.org/10.1007/s11172-019-2570-8

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