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Metal-Free Hydrogenation of N-Phenyl Aromatic Rings

Stephan et al. have reported metal-free hydrogenation of N-substituted aniline using H2 and B(C6F5)3.1) Sterically encumbered Lewis acid (B(C6F5)3) and Lewis base (N-substituted aniline) are combined to form the unquenched “frustrated Lewis pairs (FLPs)2)” which is available to carry out unusual reactions. In this reaction, the boron mediates uptake of H2, terminating with a final FLP activation of H2 to enable the hydrogenation to proceed under metal free conditions.

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