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Issue 40, 2011
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Efficient and stereoselective syntheses of isomeric trifluoromethyl-platinum(IV) chlorides

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Abstract

The homoleptic, square-planar trifluoromethylplatinate(II) compound [NBu4]2[Pt(CF3)4] (1) reacts with SOCl2 undergoing oxidative addition of a S–Cl bond to give the octahedral species [NBu4]2[trans-Pt(CF3)4Cl(SOCl)] (4), that contains the unusual chlorosulfinyl ligand. Compound 4 readily evolves into the dichloro-derivative [NBu4]2[cis-Pt(CF3)4Cl2] (2), whereby the “Pt(CF3)4” unit undergoes a stereochemical rearrangement from an initial square-planar (equatorial) geometry to a final sawhorse disposition within the global Pt octahedral environment. Compound 2 is more reactive than the corresponding [NBu4]2[trans-Pt(CF3)4Cl2] (3) stereoisomer and thus affords the trichloro-derivative [NBu4]2[fac-Pt(CF3)3Cl3] (5) by treatment with the stoichiometrically required amount of HCl(aq). Stereoisomer [NBu4]2[mer-Pt(CF3)3Cl3] (6) has been obtained by oxidative addition of Cl2 to the organoplatinum(II) precursor [NBu4]2[Pt(CF3)3Cl]. All the synthetic procedures described here proceed in high yields and in a stereoselective manner. The optical properties of the cis-/trans-[Pt(CF3)4Cl2]2 and fac-/mer-[Pt(CF3)3Cl3]2 diastereomeric couples (diffuse reflectance) as well as the solid-state geometries of the latter couple (single-crystal X-ray diffraction methods) are conveniently compared.

Graphical abstract: Efficient and stereoselective syntheses of isomeric trifluoromethyl-platinum(iv) chlorides

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Publication details

The article was received on 01 Apr 2011, accepted on 25 May 2011 and first published on 15 Jul 2011


Article type: Paper
DOI: 10.1039/C1DT10557D
Citation: Dalton Trans., 2011,40, 10440-10447
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    Efficient and stereoselective syntheses of isomeric trifluoromethyl-platinum(IV) chlorides

    S. Martínez-Salvador, P. J. Alonso, J. Forniés, A. Martín and B. Menjón, Dalton Trans., 2011, 40, 10440
    DOI: 10.1039/C1DT10557D

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