Catalytic, tunable, one-step bismuth(III) triflate reaction with alcohols : dehydration vs dimerization

Kolsi, Laura E. and Yli-Kauhaluoma, Jari and Moreira, Vania M. (2018) Catalytic, tunable, one-step bismuth(III) triflate reaction with alcohols : dehydration vs dimerization. ACS Omega, 3 (8). 8836–8842. (https://doi.org/10.1021/acsomega.8b01401)

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Abstract

Bi(OTf)3·xH2O is a powerful catalyst for the dehydration of tertiary alcohols into alkenes in apolar solvents. The reaction proceeds smoothly and selectively, with amounts as low as 0.01 mol % catalyst, in yields up to 93%. Moreover, in polar solvents, Bi(OTf)3·xH2O (0.1–1 mol %) selectively catalyzes the dimerization of the alcohols instead, forming new C–C bonds, in yields up to 96%. This mild, efficient, economic, and eco-friendly method is applicable across different chemical classes and amenable to several functional groups.