Cyclometallated platinum(II) compounds with imine ligands derived from amino acids: Synthesis and oxidative addition reactions |
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Authors: | Judit Rodrí guez,Joan Albert,Jaume Granell,Mercè Font-Bardia |
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Affiliation: | a Departament de Química Inorgànica and Institut de Biomedicina (IBUB), Universitat de Barcelona, Diagonal 647, 08028 Barcelona, Spain b Departament de Cristal·lografia, Mineralogia i Dipòsits Minerals, Universitat de Barcelona, Martí i Franquès s/n, 08028 Barcelona, Spain |
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Abstract: | The reactions of [PtMe2(μ-SMe2)]2 with imines 4-ClC6H4CHNCHRCO2Me (R = H (1a), Me (1b), iPr (1c), CH2C6H4(4’-OH) (1d), C6H5 (1e), CH2C6H5(1f)) derived from natural amino acids produced under mild conditions cyclometallated platinum(II) compounds [PtMe{κ2-(C,N)-4-ClC6H3CHNCHRCO2Me}(SMe2)] (2a-2f). These compounds gave the corresponding phosphine derivatives [PtMe{κ2-(C,N)-4-ClC6H3CHNCHRCO2Me}(PPh3)] (3a-3f). The corresponding cyclometallated platinum(IV) compounds [PtMe2I{κ2-(C,N)-4-ClC6H3CHNCHRCO2Me}(PPh3)] (4) arising from intermolecular oxidative addition of methyl iodide were obtained with a high degree of stereo selectivity. Analogous results were obtained for imine 2,6-Cl2C6H3CHNCH(CH2C6H5)CO2Me (1g) in a process involving intramolecular oxidative addition of a C-Cl bond. The obtained compounds were fully characterized including structure determinations for compounds 3f, 4d and 4f. |
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Keywords: | Platinum Imine Amino acid Chirality Oxidative addition Cyclometallation |
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