Nucleophilicity vs. basicity of the hydroxide ion under extractive phase transfer catalysis conditions

Article abstract of DOI:10.1016/S0040-4039(01)93863-8

Extraction of hydroxide ion under phase transfer catalysis conditions (PTC) affords an extremely strong base and nucleophile. The competition between H/D exchange and nucleophilic aromatic substitution on 1,2,3,4-Tetrafluorobenzene shows that under extractive phase transfer catalysis conditions the hydroxide ion is more effective as a base than as a nucleophile.