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

Ramesh Alleti; Meher Perambuduru; Sampak Smantha; Prakash Reddy

doi:10.1016/j.molcata.2004.09.024

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

Ramesh Alleti
, Meher Perambuduru
, Sampak Smantha
, Prakash Reddy

Missouri University of Science and Technology

Research output: Contribution to journal › Article › peer-review

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 ¹³ C NMR spectroscopy experiments.

Original language	American English
Journal	Journal of Molecular Catalysis A: Chemical
Volume	226
DOIs	https://doi.org/10.1016/j.molcata.2004.09.024
State	Published - Feb 1 2005

Keywords

Acetic anhydride
Acetic trifluoromethanesulfonic anhydride
Acetylation
Gadolinium triflate
Lewis acid

Disciplines

Chemistry

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https://doi.org/10.1016/j.molcata.2004.09.024

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title = "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 13 C NMR spectroscopy experiments.",

keywords = "Acetic anhydride, Acetic trifluoromethanesulfonic anhydride, Acetylation, Gadolinium triflate, Lewis acid",

author = "Ramesh Alleti and Meher Perambuduru and Sampak Smantha and Prakash Reddy",

year = "2005",

month = feb,

day = "1",

doi = "10.1016/j.molcata.2004.09.024",

language = "American English",

volume = "226",

journal = "Journal of Molecular Catalysis A: Chemical",

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TY - JOUR

T1 - Gadolinium Triflate: An Efficient and Convenient Catalyst for Acetylation of Alcohols and Amines

AU - Alleti, Ramesh

AU - Perambuduru, Meher

AU - Smantha, Sampak

AU - Reddy, Prakash

PY - 2005/2/1

Y1 - 2005/2/1

N2 - 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 13 C NMR spectroscopy experiments.

AB - 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 13 C NMR spectroscopy experiments.

KW - Acetic anhydride

KW - Acetic trifluoromethanesulfonic anhydride

KW - Acetylation

KW - Gadolinium triflate

KW - Lewis acid

UR - https://scholarsmine.mst.edu/chem_facwork/48

UR - https://doi.org/10.1016/j.molcata.2004.09.024

U2 - 10.1016/j.molcata.2004.09.024

DO - 10.1016/j.molcata.2004.09.024

M3 - Article

VL - 226

JO - Journal of Molecular Catalysis A: Chemical

JF - Journal of Molecular Catalysis A: Chemical

ER -

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

Abstract

Keywords

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