Gadolinium Triflate Immobilized in Imidazolium Based Ionic Liquids: A Recyclable Catalyst and Green Solvent for Acetylation of Alcohols and Amines

Ramesh Alleti; Su O. Woon; Meher K. Perambuduru; Zahra Afrasiabi Navan; Ekkehard Sinn; Prakash Reddy

doi:10.1039/b416359a

Gadolinium Triflate Immobilized in Imidazolium Based Ionic Liquids: A Recyclable Catalyst and Green Solvent for Acetylation of Alcohols and Amines

Ramesh Alleti
, Su O. Woon
, Meher K. Perambuduru
, Zahra Afrasiabi Navan
, Ekkehard Sinn
, Prakash Reddy

Missouri University of Science and Technology

Missouri University of Science and Technology

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

Abstract

Gadolinium triflate immobilized in room temperature ionic liquids (RTIL) 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF ₄ ]) and 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF ₆ ]) was found to be a recyclable and green catalyst for acetylation of a variety of alcohols, phenols and amines. Acetylation reactions using acetic anhydride (Ac ₂ O) as the reagent proceeded in excellent yields in the presence of catalytic amounts (0.2-0.5 mol%) of Gd(OTf) ₃ immobilized in RTILs, at ambient temperature. In addition, the catalyst system Gd(OTf) ₃ /[bmim][X] can be recovered and reused efficiently in these transformations.

Original language	American English
Journal	Green Chemistry
Volume	7
DOIs	https://doi.org/10.1039/b416359a
State	Published - Apr 1 2005

Keywords

1 butyl 3 methylimidazolium hexafluorophosphate
1 butyl 3 methylimidazolium tetrafluoroborate
acetic anhydride
acetylation
alcohol derivative
amine
article
catalysis
catalyst
environmental temperature
gadolinium
gadolinium triflate
imidazole derivative
immobilization
ion
phenol derivative
reagent
room temperature
solvent
unclassified drug

Disciplines

Chemistry

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https://doi.org/10.1039/b416359a

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@article{d8b4595490ba4591b2ab72c5b33709b4,

title = "Gadolinium Triflate Immobilized in Imidazolium Based Ionic Liquids: A Recyclable Catalyst and Green Solvent for Acetylation of Alcohols and Amines",

abstract = " Gadolinium triflate immobilized in room temperature ionic liquids (RTIL) 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF 4 ]) and 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF 6 ]) was found to be a recyclable and green catalyst for acetylation of a variety of alcohols, phenols and amines. Acetylation reactions using acetic anhydride (Ac 2 O) as the reagent proceeded in excellent yields in the presence of catalytic amounts (0.2-0.5 mol\%) of Gd(OTf) 3 immobilized in RTILs, at ambient temperature. In addition, the catalyst system Gd(OTf) 3 /[bmim][X] can be recovered and reused efficiently in these transformations.",

keywords = "1 butyl 3 methylimidazolium hexafluorophosphate, 1 butyl 3 methylimidazolium tetrafluoroborate, acetic anhydride, acetylation, alcohol derivative, amine, article, catalysis, catalyst, environmental temperature, gadolinium, gadolinium triflate, imidazole derivative, immobilization, ion, phenol derivative, reagent, room temperature, solvent, unclassified drug",

author = "Ramesh Alleti and Woon, \{Su O.\} and Perambuduru, \{Meher K.\} and \{Afrasiabi Navan\}, Zahra and Ekkehard Sinn and Prakash Reddy",

year = "2005",

month = apr,

day = "1",

doi = "10.1039/b416359a",

language = "American English",

volume = "7",

journal = "Green Chemistry",

issn = "1463-9270",

}

TY - JOUR

T1 - Gadolinium Triflate Immobilized in Imidazolium Based Ionic Liquids: A Recyclable Catalyst and Green Solvent for Acetylation of Alcohols and Amines

AU - Alleti, Ramesh

AU - Woon, Su O.

AU - Perambuduru, Meher K.

AU - Afrasiabi Navan, Zahra

AU - Sinn, Ekkehard

AU - Reddy, Prakash

PY - 2005/4/1

Y1 - 2005/4/1

N2 - Gadolinium triflate immobilized in room temperature ionic liquids (RTIL) 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF 4 ]) and 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF 6 ]) was found to be a recyclable and green catalyst for acetylation of a variety of alcohols, phenols and amines. Acetylation reactions using acetic anhydride (Ac 2 O) as the reagent proceeded in excellent yields in the presence of catalytic amounts (0.2-0.5 mol%) of Gd(OTf) 3 immobilized in RTILs, at ambient temperature. In addition, the catalyst system Gd(OTf) 3 /[bmim][X] can be recovered and reused efficiently in these transformations.

AB - Gadolinium triflate immobilized in room temperature ionic liquids (RTIL) 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF 4 ]) and 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF 6 ]) was found to be a recyclable and green catalyst for acetylation of a variety of alcohols, phenols and amines. Acetylation reactions using acetic anhydride (Ac 2 O) as the reagent proceeded in excellent yields in the presence of catalytic amounts (0.2-0.5 mol%) of Gd(OTf) 3 immobilized in RTILs, at ambient temperature. In addition, the catalyst system Gd(OTf) 3 /[bmim][X] can be recovered and reused efficiently in these transformations.

KW - 1 butyl 3 methylimidazolium hexafluorophosphate

KW - 1 butyl 3 methylimidazolium tetrafluoroborate

KW - acetic anhydride

KW - acetylation

KW - alcohol derivative

KW - amine

KW - article

KW - catalysis

KW - catalyst

KW - environmental temperature

KW - gadolinium

KW - gadolinium triflate

KW - imidazole derivative

KW - immobilization

KW - ion

KW - phenol derivative

KW - reagent

KW - room temperature

KW - solvent

KW - unclassified drug

UR - https://scholarsmine.mst.edu/chem_facwork/57

UR - https://doi.org/10.1039/b416359a

U2 - 10.1039/b416359a

DO - 10.1039/b416359a

M3 - Article

SN - 1463-9270

VL - 7

JO - Green Chemistry

JF - Green Chemistry

ER -

Gadolinium Triflate Immobilized in Imidazolium Based Ionic Liquids: A Recyclable Catalyst and Green Solvent for Acetylation of Alcohols and Amines

Abstract

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