Synthesis and crystal structures of three organoplatinum(II) complexes bearing natural aryl­olefin and quinoline derivatives

Abstract

The synthesis and crystal structures of three organoplatinum(II) complexes bearing natural aryl­olefin and quinoline derivatives are reported.

Three organoplatinum(II) complexes bearing natural aryl­olefin and quinoline derivatives, namely, [4-meth­oxy-5-(2-meth­oxy-2-oxoeth­oxy)-2-(prop-2-en-1-yl)phen­yl](quinolin-8-olato)platinum(II), [Pt(C₁₃H₁₅O₄)(C₉H₆NO)], (I), [4-meth­oxy-5-(2-oxo-2-propoxyeth­oxy)-2-(prop-2-en-1-yl)phen­yl](quinoline-2-carboxy­l­ato)platinum(II), [Pt(C₁₅H₁₉O₄)(C₁₀H₆NO₂)], (II), and chlorido­[4-meth­oxy-5-(2-oxo-2-propoxyeth­oxy)-2-(prop-2-en-1-yl)phen­yl](quinoline)­plat­inum(II), [Pt(C₁₅H₁₉O₄)Cl(C₉H₇N)], (III), were synthesized and structurally characterized by IR and ¹H NMR spectroscopy, and by single-crystal X-ray diffraction. The results showed that the cyclo­platinated aryl­olefin coordinates with Pt^II via the carbon atom of the phenyl ring and the C=C_olefinic group. The deprotonated 8-hy­droxy­quinoline (C₉H₆NO) and quinoline-2-carb­oxy­lic acid (C₁₀H₆NO₂) coordinate with the Pt^II atom via the N and O atoms in complexes (I) and (II) while the quinoline (C₉H₇N) coordinates via the N atom in (III). Moreover, the coordinating N atom in complexes (I)–(III) is in the cis position compared to the C=C_olefinic group. The crystal packing is characterized by C—H⋯π, C—H⋯O [for (II) and (III)], C—H⋯Cl [for (III) and π–π [for (I)] inter­actions.