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

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(C 13 H 15 O 4 )(C 9 H 6 NO)], ( I ), [4-methoxy-5-(2-oxo-2-propoxyethoxy)-2-(prop-2-en-1-yl)phenyl](quinoline-2-carboxylato)platinum(II), [Pt(C 15 H 19 O 4 )(C 10 H 6 NO 2 )], ( II ), and chlorido[4-methoxy-5-(2-oxo-2-propoxyethoxy)-2-(prop-2-en-1-yl)phenyl](quinoline)platinum(II), [Pt(C 15 H 19 O 4 )Cl(C 9 H 7 N)], ( III ), were synthesized and structurally characterized by IR and 1 H 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 (C 9 H 6 NO) and quinoline-2-carboxylic acid (C 10 H 6 NO 2 ) coordinate with the Pt II atom via the N and O atoms in complexes ( I ) and ( II ) while the quinoline (C 9 H 7 N) 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.