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Hetarylamidines derived from PtIV-mediated coupling of nitriles with aminoheterocycles

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Abstract

The trans-[PtCl4(EtCN)2] complex is involved in coupling reactions (CH2Cl2, 30–35 °C, 10–15 min) with 2-amino derivatives of heterocyclic compounds (2-NH2Het, where Het is pyridyl, 4-methylpyridyl, 5-methylpyridyl, 6-methylpyridyl, or thiazolyl) to form the trans-[PtCl4{ N(H)=C(Et)NHHet}2] complexes (1–5) with κ1(N)-coordinated hetarylamidine ligands. The reaction with the use of 2-aminopyrimidine (2-NH2Pym) produces the [PtCl4(2-NH2Pym)2] complex (6) as a result of complete replacement of the nitrile ligands in the [PtCl4(EtCN)2] complex. The compositions and structures of compounds 1–6 were confirmed by elemental analysis (C, H, N), IR spectroscopy, 1H, 13C{1H}, and 195Pt{1H} NMR spectroscopy, and FAB mass spectrometry. Complex 1 was additionally characterized by X-ray diffraction.

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Authors and Affiliations

  1. Southern Scientific Center, Russian Academy of Sciences, 41 ul. Chekhova, 344006, Rostov-on-Don, Russian Federation

    D. A. Garnovskii

  2. Institute of Physical and Organic Chemistry, Rostov State University, 194/2 prosp. Stachki, 344090, Rostov-on-Don, Russian Federation

    D. A. Garnovskii, E. D. Garnovskaya & A. I. Uraev

  3. Department of Chemistry, University of Joensuu, P.O. Box 111, Joensuu, FI-8010, Finland

    M. Haukka

  4. N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31 Leninsky prosp., 119991, Moscow, Russian Federation

    I. L. Eremenko

  5. Department of Chemistry, St. Petersburg State University, 26 Universitetsky prosp., 198504, Stary Petergof, Russian Federation

    V. Yu. Kukushkin

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  1. D. A. Garnovskii
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  2. E. D. Garnovskaya
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  3. A. I. Uraev
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  4. M. Haukka
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1572–1576, September, 2006.

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Garnovskii, D.A., Garnovskaya, E.D., Uraev, A.I. et al. Hetarylamidines derived from PtIV-mediated coupling of nitriles with aminoheterocycles. Russ Chem Bull 55, 1631–1635 (2006). https://doi.org/10.1007/s11172-006-0465-y

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  • DOI: https://doi.org/10.1007/s11172-006-0465-y

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