Tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (TFPB) anion was highly lipophilic, practically insoluble in water, and durable against acid and oxidants. Partition equilibria of alkali TFPB between water and organic solvents and the stability in acid media are described and compared with the properties of the parent tetraphenylborate and of some fluorine-containing homologues.

Remarkable accerelation was observed by use of sodium tetrakis[3,5-di(F-methyl)phenyl]borate as a negatively charged phase transfer catalyst for diazonium ion in the azo coupling reactions of aryldiazonium tetrafluoroborate with a range of diazophile components in liquid–liquid- and liquid–solid two-phase systems. Kinetics of the reactions was examined to confirm the phase transfer catalysis.

Anion-catalyzed phase-transfer catalysis was evidenced in the diazo-coupling reactions of the arenediazonium ion with a range of diazophile components in liquid-liquid- and liquid-solid two-phase systems. The tetrakis[3,5-bis(trifluoromethyl)phenyl]borate ion was effective as an anionic catalyst to accelerate the reactions. Comparisons of the reaction rates in the two-phase system with those in solution systems indicated that the acceleration was due to the increased activity of the cationic reagent, partly by solubilization and partly by the dehydration of such cationic species in the nonpolar organic phase.

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