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Methylation of Amines and Ketones with Methanol Catalyzed by an Iridium Complex Bearing a 2‑Hydroxypyridylmethylene Fragment

Posted on 2018-09-14 - 12:20
Reaction of complex [Cp*Ir­(HOC5H3CH2C5H3OH)­Cl]­[Cl] (1) with AgOTf generated the product [Cp*Ir­(HOC5H3CH2C5H3OH)­(H2O)]­[OTf]2 (2), which was further transformed to the complex [Cp*Ir­(OC5H3CH2C5H3O)­(H2O)] (3) in the presence of t-BuONa via −OH deprotonation. Complexes 13 exhibited high activity for the methylation of amines and ketones. These C–C and C–N coupling reactions proceeded in air with 1 mol % catalyst loading in the presence of K2CO3.

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