Highly Selective Radical Monoreduction of Dihalides Confined to a Dynamic Supramolecular Host.

Reduction of alkyl dihalide guests (2-5 and 7) with trialkylsilanes (R3 SiH) was performed in water-soluble host 1 to investigate the effects of confinement on fast radical reactions (k≥103  m-1  s-1 ). High selectivity (>95 %) for mono-reduced products was observed for primary and secondary dihalide guests under mild conditions. The results highlight the importance of host-guest complexation rates to modulate the product selectivity in radical reactions.