Mechanochemical NH4Cl-Mediated Hydrogen-Bonding Network Reconstruction of HFIP: Enabling Yne-Allylic Substitutions

Abstract

Herein, we report a practical strategy for H-bonding network recombination of Hexafluoroisopropanol (HFIP) enabled by NH4Cl mediated mechanochemical operation, which efficiently facilitates diverse intermolecular yne-allylic substitutions. Mechanistic studies reveal the key synergy between mechanochemical activation and NH4Cl-induced formation of anion-binding HFIP aggregates, which enhance carbocation reactivity and increase system acidity. Notably, stoichiometric HFIP and NH4Cl usage, coupled with facile operation, renders this method highly scalable.