Regio and Stereoselectivity of C-H Activation using a Bulky Imine Ligand in Cyclometallated Platinum Complexes

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Senior Projects Spring 2016

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Spano, Lucia Marie
Bard Digital Commons
C-H Activation; Platinum; Oxidative Addition; Inorganic Chemistry; Organic Chemistry
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Abstract: Five and seven membered cyclometalated platinum complexes are formed through aromatic and aliphatic C-H activation dependent on the architecture of C^N chelate imine ligands. The imine ligand studied in this project has increased steric bulk by placing a naphthyl ring next to the imine nitrogen. The reaction proceeds through heteroatom assisted oxidative addition (X = I, Br) to form a Pt(IV) metalacycle, followed by Csp 3 -Csp 2 reductive elimination, sp 3 or sp 2 C-H activation, and concludes with reductive elimination of methane to form a Pt(II) meta lacycle. Previous research with the less bulky ligand, a phenyl group in the place of naphthyl, showed a different distribution of regio and stereoisomers. Pt(IV) and Pt(II) products have been isolated and characterized by NMR spectroscopy.