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@article{1130254, author = {Kozelka, Jiří and Hamel, Matthieu and Lecinq, Matthieu and Gulea, MIhaela}, article_location = {Lausanne}, article_number = {NOV 15 2013}, doi = {http://dx.doi.org/10.1016/j.jorganchem.2013.07.069}, keywords = {Platinum complexes; Sigmatropic rearrangement; Bidentate ligands; Cis/trans isomerization}, language = {eng}, issn = {0022-328X}, journal = {Journal of Organometallic Chemistry}, title = {Ortho-(methylsulfanyl)phenylphosphonates and derivatives: Synthesis and applications as mono- or bidentate ligands for the preparation of platinum complexes}, url = {http://dx.doi.org/10.1016/j.jorganchem.2013.07.069}, volume = {745-746}, year = {2013} }
TY - JOUR ID - 1130254 AU - Kozelka, Jiří - Hamel, Matthieu - Lecinq, Matthieu - Gulea, MIhaela PY - 2013 TI - Ortho-(methylsulfanyl)phenylphosphonates and derivatives: Synthesis and applications as mono- or bidentate ligands for the preparation of platinum complexes JF - Journal of Organometallic Chemistry VL - 745-746 IS - NOV 15 2013 SP - 206-213 EP - 206-213 PB - Elsevier Science SN - 0022328X KW - Platinum complexes KW - Sigmatropic rearrangement KW - Bidentate ligands KW - Cis/trans isomerization UR - http://dx.doi.org/10.1016/j.jorganchem.2013.07.069 N2 - The preparation of six phenylphosphonates (and phosphonic acid derivatives) bearing a sulfur group in ortho position was accomplished via either a [1,3]- or a [1,4]-sigmatropic rearrangement. Their complexation with different platinum sources has been studied and the new platinum complexes obtained were characterized by NMR spectroscopy (1H, 13C, 31P and 195Pt). Three runs of experiments were performed. The first was the reaction of ligands 1 and 2 bearing one sulfide and a phosphonate diester functions with potassium tetrachloroplatinate. In the obtained complexes, two molecules of ligand chelate the metal only by the sulfur atom. We were able to observe by 195Pt and 31P NMR spectroscopy the trans to cis rearrangement of a dichloro-methyl-(o-phosphorylbenzyl)sulfide platinum(II) complex upon time, leading to two new species, which are diastereomers of the cis-complex. The second set of experiments involved ligands 1, 2 and 3 bearing one sulfide or sulfoxide and a phosphonate diester moieties, cisplatin and one equivalent of silver nitrate. In the resulting complexes the platinum is coordinated by the sulfur atom of one molecule of ligand. In the third run, the reaction between ligands 4, 5, and 6 bearing one sulfide or sulfoxide and one phosphonic acid or one phosphonic monoester group and the cisplatin diaqua form led to O,SePt chelates. ER -
KOZELKA, Jiří, Matthieu HAMEL, Matthieu LECINQ a MIhaela GULEA. Ortho-(methylsulfanyl)phenylphosphonates and derivatives: Synthesis and applications as mono- or bidentate ligands for the preparation of platinum complexes. \textit{Journal of Organometallic Chemistry}. Lausanne: Elsevier Science, 2013, roč.~745-746, NOV 15 2013, s.~206-213. ISSN~0022-328X. Dostupné z: https://dx.doi.org/10.1016/j.jorganchem.2013.07.069.
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