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Published January 15, 2007 | Supplemental Material
Journal Article Open

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


Double protonolysis of diimine platinum dimethyls [(N-N)PtMe_2] (N-N ═ ArNC(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 η^3-benzyl complexes; mechanistic experiments suggest that η^3-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 η^3-allyl complexes; allylbenzene gives a chelated phenyl-η^2-olefin structure, as determined by X-ray diffraction. No stable C−H activation products are obtained from methylbenzenes, benzene itself, or alkanes.

Additional Information

© 2007 American Chemical Society. Received 31 August 2006. Published online 15 December 2006. Published in print 1 January 2007. Funding for this work was provided by the bp MC2 program and the NIH in the form of NRSA fellowships to T.G.D. (Grant No. GM070272) and T.J.W. (Grant No. GM075691). We thank Tom Dunn for assistance with NMR spectrometry, Dr. Mona Shahgholi for mass spectrometry data, and Mr. Larry M. Henling for crystallographic analysis.

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