An inorganic compound encountered in inorganic and organometallic chemistry. Commonly used to replace halide anions or ligands with the weakly coordinating tetrafluoroborate anions.1 Applied in anion exchange reaction for synthesis of picoline-functionalized benzimidazolium salts N-alkyl-N'-picolylbenzimidazolium bromide and the dipicoline-functionalized benzimidazolium bromide,2 for oxidation of alcohols by persulfate,3 and as a silver-ion template for improved macrolatamization of a linear dipeptide.4 Also employed as a catalyst for cyclization of N-(propargylic)hydroxyl-lamines to afford the corresponding 4-isoxazolines,5 for stereoselective synthesis of benzylated catechin trimer,6 for synthsis of 1-aminoindolizines,7 for the ammonolysis-cyclization tandem reactions of various 2-alkynylbenzenamines with tetraalkylthiuram disulfides,8 and synthesis of polysubstituted pyrroles directly from alkynoates and amines.9 Acts as an excellent promoter for the activation of various glycosyl donors including glycosyl halides, trichloroacetimidates, and thioimidates.10
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3. Synlett 2007, 1901.
4. Synthesis 2004, 217.
5. Chem. Lett. 2011, 40, 440.
6. Heterocycles 2011, 83, 739.
7. J. Comb. Chem. 2010, 12, 696.
8. Synlett 2010, 1345.
9. Org. Lett. 2010, 12, 312.
10. Tetrahedron Lett. 2008, 49, 1542.