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C−H Bond Activation by Dicationic Platinum(II) Complexes

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posted on 15.01.2007, 00:00 authored by Tom G. Driver, Travis J. Williams, Jay A. Labinger, John E. Bercaw
Double protonolysis of diimine platinum dimethyls [(N-N)PtMe2] (N-N = ArNC(Me)C(Me)NAr) generates dicationic Pt(II) complexes that can activate a variety of C−H bonds, liberating 1 equiv of acid and forming organoplatinum species that are moderately stable to the resulting acidic conditions. Ethylbenzenes lead to η3-benzyl complexes; mechanistic experiments suggest that η3-benzyl product formation proceeds via C−H bond activation at the benzylic methylene position. In some cases π-arene complexes can be observed, but their role in the C−H activation process is not clear. Cyclohexane and 1-pentene react to give η3-allyl complexes; allylbenzene gives a chelated phenyl-η2-olefin structure, as determined by X-ray diffraction. No stable C−H activation products are obtained from methylbenzenes, benzene itself, or alkanes.

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