Tris(dimethylamino)sulfonium bifluoride

Bifluoride salt reported by K. Barry Sharpless and colleagues as a powerful catalyst for the sulfur(VI) fluoride exchange (SuFEx) reaction between aryl silyl ethers and aryl fluorosulfates or alkyl sulfonyl fluorides. Superior to organosuperbases DBU and BEMP, tris(dimethylamino)sulfonium bifluoride enables low catalyst loading (0.05 mol%) for preparation of polysulfates and polysulfonates with high molecular weight and narrow polydispersity. Reaction is amenable to scale up.

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reagent type: catalyst
reaction type: Fluorinations