1292. Bismuth Triflate

Nomenclature

CAS number: 88189-03-1
Trifluoromethanesulfonic acid bismuth (3+) salt; Bismuth(III) tris(trifluoromethanesulfonate); Bi(OTf)3.
C3BiF9O9S3; mol wt 656.19.
C 5.49%, Bi 31.85%, F 26.06%, O 21.94%, S 14.66%.

Description and references

Lewis acid catalyst. Prepn: S. Singh et al., Indian J. Chem. 22A, 814 (1983); M. Labrouillère et al., Tetrahedron Lett. 40, 285 (1999). Catalysis of large scale acetylations of alcohols and diols: M. D. Carrigan et al., Synthesis 2001, 2091; of Biginelli Reaction: R. Varala et al., Synlett 2003, 67; of epoxide opening with aromatic amines: T. Ollevier, G. Lavie-Compin, Tetrahedron Lett. 45, 49 (2004). Review as catalyst for acylations and sulfonylations: C. Le Roux, J. Dubac, Synlett 2002, 181-200; brief review of catalytic use in a variety of organic reactions: S. Antoniotti, ibid. 2003, 1566-1567.

Chemical structure

Properties

White hygroscopic solid, stable in air to 100 °C. Decomposes in two steps: between 100-400 °C to Bi2O2SO4; between 400-600 °C to Bi2O3. Sol in DMSO and DMF.

Use

Catalyst for organic syntheses.