The study of the reactivity of the enantiopure ferrocenyl Schiff base (SC)-[FcCH=N-CH(Me)(C6H5)] (1) (Fc = (η 5-C5H5)Fe(η 5-C5H4)) with cis-[PtCl2(dmso)2] under different experimental conditions is reported. Four different types of chiral Pt(II) have been isolated and characterized. One of them is the enantiomerically pure trans-(SC)-[Pt{κ 1-N[FcCH=N-CH(Me)(C6H5)]}Cl2(dmso)] (2a) in which the imine acts as a neutral N-donor ligand; while the other three are the cycloplatinated complexes: [Pt{κ 2-C,N [(C6H4)-N=CHFc]}Cl(dmso)] (7a) and the two diastereomers {(Sp,SC) and (Rp,SC)} of [Pt{κ 2-C,N[(η 5-C5H3)-CH=N-{CH(Me)(C6H5)}]Fe(η 5-C5H5)}Cl(dmso)] (8a and 9a, respectively). Isomers 7a-9a, differ in the nature of the metallated carbon atom [C Ph (in 7a) or C Fc (in 8a and 9a)] or the planar chirality of the 1,2-disubstituted ferrocenyl unit (8a and 9a). Reactions of 7a-9a with PPh3 gave [Pt{κ 2-C,N[(C6H4)-N=CHFc]}Cl(PPh3)] (in 7b) and the diastereomers (Sp,SC) and (Rp,SC) of [Pt{κ 2-C,N[(η 5-C5H3)-CH=N-{CH(Me)(C6H5)}]
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