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Addition of phenylacetylene and camphor to the complex [(dpp-bian)Eu(dme)2] (dpp-bian is the 1,2-bis[(2,6-diisopropylphenyl)imino]acenaphthene dianion)

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Abstract

The reduction of 1,2-bis[(2,6-diisopropylphenyl)imino]acenaphthene (dpp-bian) with an excess of europium metal in 1,2-dimethoxyethane (dme) produces a divalent europium complex with the dpp-bian dianion, [(dpp-bian)Eu(dme)2] (1). The reactions of 1 with phenyl-acetylene and camphor proceed via protonation of the diimine ligand to form the monomeric amido-amino complexes of divalent europium — [H(dpp-bian)Eu(C≡CPh)(dme)2] (2) and [H(dpp-bian)Eu(camphor)(dme)2] (3), respectively. Compounds 2 and 3 were characterized by IR spectroscopy and elemental analysis. Their molecular structures were determined by X-ray diffraction. Compounds 2 and 3 were shown to be monomeric seven-coordinate europium(ii) complexes with terminal phenylethynyl and enol ligands, respectively. According to the IR spectroscopic data, the terminal ligands in complexes 2 and 3 undergo tautomerization involving backward proton transfer from the amido-amino ligand to the substrate. The magnetic moment of compound 2 (8.03 μB) remains constant in the temperature range of 4—300 К and confirms the presence of divalent europium.

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References

  1. I. L. Fedushkin, N. M. Khvoinova, A. A. Skatova, G. K. Fukin, Angew. Chem., Int. Ed., 2003, 42, 5223.

    Article  CAS  Google Scholar 

  2. I. L. Fedushkin, A. G. Morozov, O. V. Rassadin, G. K. Fukin, Chem. Eur. J., 2005, 11, 5749.

    Article  CAS  Google Scholar 

  3. I. L. Fedushkin, A. A. Skatova, G. K. Fukin, M. Hummert, H. Schumann, Eur. J. Inorg. Chem., 2005, 12, 2332.

    Article  Google Scholar 

  4. I. L. Fedushkin, O. V. Eremenko, A. A. Skatova, A. V. Piskunov, G. K. Fukin, S. Yu. Ketkov, Organometallics, 2009, 28, 3863.

    Article  CAS  Google Scholar 

  5. I. L. Fedushkin, A. S. Nikipelov, K. A. Lyssenko, J. Am. Chem. Soc., 2010, 132, 7874.

    Article  CAS  Google Scholar 

  6. I. L. Fedushkin, A. S. Nikipelov, A. G. Morozov, A. A. Skatova, A. V. Cherkasov, G. A. Abakumov, Chem. Eur. J., 2012, 18, 255.

    Article  CAS  Google Scholar 

  7. M. V. Moskalev, A. A. Skatova, V. A. Chudakova, N. M. Khvoinova, N. L. Bazyakina, A. G. Morozov, O. V. Kazarina, A. V. Cherkasov, G. A. Abakumov, I. L. Fedushkin, Russ. Chem. Bull., 2015, 64, 2830.

    Article  CAS  Google Scholar 

  8. O. V. Kazarina, M. V. Moskalev, I. L. Fedushkin, Russ. Chem. Bull., 2015, 64, 32.

    Article  CAS  Google Scholar 

  9. M. V. Moskalev, A. M. Yakub, A. G. Morozov, E. V. Baranov, O. V. Kazarina, I. L. Fedushkin, Eur. J. Org. Chem., 2015, 26, 5781.

    Article  Google Scholar 

  10. I. L. Fedushkin, O. V. Maslova, A. G. Morozov, S. Dechert, S. Demeshko, F. Meyer, Angew. Chem., Int. Ed., 2012, 51, 10584.

    Article  CAS  Google Scholar 

  11. I. L. Fedushkin, A. A. Skatova, D. S. Yambulatov, A. V. Cherkasov, S. V. Demeshko, Russ. Chem. Bull., 2015, 64, 38.

    Article  CAS  Google Scholar 

  12. I. L. Fedushkin, V. A. Chudakova, G. K. Fukin, S. Dechert, M. Hummert, H. Schumann, Russ. Chem. Bull., 2004, 53, 2744.

    Article  CAS  Google Scholar 

  13. I. L. Fedushkin, O. V. Maslova, E. V. Baranov, A. S. Shavyrin, Inorg. Chem., 2009, 48, 2355.

    Article  CAS  Google Scholar 

  14. K. V. Vasudevan, A. H. Cowley, Chem. Commun., 2007, 33, 3464.

    Article  Google Scholar 

  15. J. M. Boncella, T. D. Tilley, R. A. Andersen, J. Chem. Soc., Chem. Commun., 1984, 11, 710.

    Article  Google Scholar 

  16. L. N. Bochkarev, O. N. Druzhkova, S. F. Zhiltsov, L. N. Zakharov, G. K. Fukin, S. Ya. Khorshev, A. I. Yanovsky, Yu. T. Struchkov, Organometallics, 1997, 16, 500.

    Article  CAS  Google Scholar 

  17. T. Harada, H. Tsumatori, J. Yuasa, Y. Hasegawa, T. Kawai, Inorg. Chem., 2012, 51, 6476.

    Article  CAS  Google Scholar 

  18. S. Biju, D. B. Ambili Raj, C. K. Jayasankar, A. H. Cowley, J. Mater. Chem., 2009, 19, 1425.

    Article  CAS  Google Scholar 

  19. A. B. Antonova, N. E. Kolobova, P. V. Petrovsky, B. V. Lokshin, N. S. Obezyuk, J. Organomet. Chem., 1977, 137, 55.

    Article  CAS  Google Scholar 

  20. C. Bruneau, P. H. Dixneuf, Acc. Chem. Res., 1999, 32, 311.

    Article  CAS  Google Scholar 

  21. H. Katayama, C. Wada, K. Taniguchi, F. Ozawa, Organometallics, 2002, 21, 3285.

    Article  CAS  Google Scholar 

  22. I. de los Rнos, M. J. Tenorio, M. C. Puerta, P. Valerga, J. Am. Chem. Soc., 1997, 132, 6529.

    Google Scholar 

  23. I. L. Fedushkin, M. V. Moskalev, A. N. Lukoyanov, A. N. Tishkina, E. V. Baranov, G. A. Abakumov, Chem. Eur. J., 2012, 11, 11264.

    Article  Google Scholar 

  24. Bruker (2012). APEX3. Bruker AXS Inc., Madison, Wisconsin, USA.

    Google Scholar 

  25. Agilent (2014). CrysAlis PRO. Agilent Technologies Ltd, Yarnton, Oxfordshire, England.

    Google Scholar 

  26. Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.

    Google Scholar 

Download references

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Authors and Affiliations

  1. G. A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, 49 ul. Tropinina, 603950, Nizhny Novgorod, Russian Federation

    D. S. Yambulatov, А. А. Skatova, A. V. Cherkasov & I. L. Fedushkin

  2. Kozma Minin Nizhny Novgorod State Pedagogical University, 1 ul. Ulyanova, 603002, Nizhny Novgorod, Russian Federation

    I. L. Fedushkin

Authors
  1. D. S. Yambulatov
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  2. А. А. Skatova
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  3. A. V. Cherkasov
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  4. I. L. Fedushkin
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Correspondence to I. L. Fedushkin.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1187—1195, July, 2017.

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Yambulatov, D.S., Skatova, А.А., Cherkasov, A.V. et al. Addition of phenylacetylene and camphor to the complex [(dpp-bian)Eu(dme)2] (dpp-bian is the 1,2-bis[(2,6-diisopropylphenyl)imino]acenaphthene dianion). Russ Chem Bull 66, 1187–1195 (2017). https://doi.org/10.1007/s11172-017-1871-z

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  • DOI: https://doi.org/10.1007/s11172-017-1871-z

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