Gadolinium Triflate: An Efficient and Convenient Catalyst for Acetylation of Alcohols and Amines

Abstract

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.

Department(s)

Chemistry

Sponsor(s)

Petroleum Research Fund

Keywords and Phrases

Acetic anhydride; Acetic trifluoromethanesulfonic anhydride; Acetylation; Gadolinium triflate; Lewis acid

International Standard Serial Number (ISSN)

1381-1169

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 2005 Elsevier, All rights reserved.

Publication Date

01 Feb 2005

Share

 
COinS