Gadolinium Triflate: An Efficient and Convenient Catalyst for Acetylation of Alcohols and Amines
Gadolinium triflate (Gd(OTf) 3) was found to be a simple and efficient catalyst for the acetylation of alcohols and amines. Acetylation reactions using acetic anhydride as the reagent proceed in excellent yields, in the presence of catalytic amounts (0.01-0.1 mol%) of Gd(OTf) 3, at ambient temperature. Aliphatic alcohols as well as phenols and amines undergo acetylations under mild conditions. The intermediate formation of the mixed anhydride, acetic trifluoromethanesulfonic anhydride was demonstrated by 13C NMR spectroscopy experiments.
R. Alleti et al., "Gadolinium Triflate: An Efficient and Convenient Catalyst for Acetylation of Alcohols and Amines," Journal of Molecular Catalysis A: Chemical, vol. 226, no. 1, pp. 57-59, Elsevier, Feb 2005.
The definitive version is available at https://doi.org/10.1016/j.molcata.2004.09.024
Petroleum Research Fund
Keywords and Phrases
Acetic anhydride; Acetic trifluoromethanesulfonic anhydride; Acetylation; Gadolinium triflate; Lewis acid
International Standard Serial Number (ISSN)
Article - Journal
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