Tetra Butyl Ammonium Fluoride: TBAF

Tetra butyl ammonium fluoride (TBAF) has been used widely as a reagent for the efficient cleavage of various silyl protecting groups from O-silylated nucleosides [1] [2] and pyrophosphates, [3] as well as N-silyl, [4] and S- silyl derivatives. [5] These reactions are carried out under very mild conditions in excellent yields.

Preparation: Aqueous HF is passed through an amberlite IRA 410 OH column, followed by an aqueous solution of tetra-butylammonium bromide. After the resin is washed with H₂O, the combined H₂O fractions are repeatedly evaporated until no water is present. TBAF is collected as an oil in quantitative yield.

References

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