Hetarylamidines derived from PtIV-mediated coupling of nitriles with aminoheterocycles |
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Authors: | D. A. Garnovskii E. D. Garnovskaya A. I. Uraev M. Haukka I. L. Eremenko V. Yu. Kukushkin |
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Affiliation: | (1) Southern Scientific Center, Russian Academy of Sciences, 41 ul. Chekhova, 344006 Rostov-on-Don, Russian Federation;(2) Institute of Physical and Organic Chemistry, Rostov State University, 194/2 prosp. Stachki, 344090 Rostov-on-Don, Russian Federation;(3) Department of Chemistry, University of Joensuu, P.O. Box 111, Joensuu, FI-8010, Finland;(4) N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31 Leninsky prosp., 119991 Moscow, Russian Federation;(5) Department of Chemistry, St. Petersburg State University, 26 Universitetsky prosp., 198504 Stary Petergof, Russian Federation |
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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. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1572–1576, September, 2006. |
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Keywords: | coordinated nitriles ligand reactivity aminoazoles aminoazines amidines |
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