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This research has explored the regioselective activation of aromatic versus aliphatic C-H bonds to result in either five-membered or seven-membered cyclometallated platinum complexes, respectively. This reactivity is proposed to proceed by heteroatom assisted C-X activation (X=Br, I), to form a six-membered Pt(IV) metallacycle, followed by Csp3-Csp2 reductive elimination, then sp3 or sp2 C-H activation, finishing with reductive elimination of methane resulting in a mixture of cyclometallated Pt(II) products. We have shown that the regioselectivity of this C-H activation can be controlled by the sterics and electronics of the ligands bonded to the platinum metal center. The five-membered and seven-membered cyclometallated Pt(II) complexes have been characterized by NMR spectroscopy and HRMS, and the octahedral Pt(IV) intermediates have been isolated and characterized by NMR spectroscopy. The distribution of products and their stereochemistry in these reactions is also being explored by computational methods.
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Greenberg, Matthew William, "Competition between the Formation of Five-Membered and Seven-Membered Platinum Metallacycles: Regioselective C-H Bond Activation" (2015). Senior Projects Spring 2015. 51.
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