Frustrated Lewis pairs (FLPs) are derived from the combination of sterically encumbered Lewis acids and bases. this precludes classical adduct formation and permits the activation of H2. Metal-free hydrogenation catalysts are derived from such reactivity. The utility of these systems in the reduction of C=N double bonds in imines and N-heterocycles to give the corresponding amines is described. In addition, application of such metal-free hydrogenations of anilines to the analogous cyclhexylamine derivatives is reported. These latter reductions are the first metal-free aromatic reductions. The talk will conclude by describing new approaches to FLP activations of H2 and the reduction of ketones.

Frustrated Lewis pairs in metal-free hydrogenations

243rd National Meeting (2012)

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