The multiple roles of imidazolium ionic liquids in transition-metal catalysis: The palladium-catalyzed telomerization of 1,3-butadiene with acetic acid

João M. Balbino; Daniel Peral; J. Carles Bayõn; Jairton Dupont

doi:10.1002/cctc.201402943

The multiple roles of imidazolium ionic liquids in transition-metal catalysis: The palladium-catalyzed telomerization of 1,3-butadiene with acetic acid

João M. Balbino, Daniel Peral, J. Carles Bayõn, Jairton Dupont

Department of Chemistry

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

6 Citations (Scopus)

Abstract

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. The telomerization of 1,3-butadiene with acetic acid catalyzed by palladium(II) acetate associated with a series of phosphines in 3-(2-methoxyethyl)-1-methylimidazolium acetate was used to investigate the role of the ionic liquid. The ionic liquid plays multiple roles in this reaction as it acts as the solvent, stabilizer, ligand, and cocatalyst. The reaction performed in the presence of Dan2phos, a trifluoromethylated sulfonated triarylphosphine, at 100 °C for 24 h gave a turnover number of 14 600 with 89 % selectivity to telomers at 75 % 1,3-butadiene conversion and complete acetic acid conversion.

Original language	English
Pages (from-to)	972-977
Journal	ChemCatChem
Volume	7
Issue number	6
DOIs	https://doi.org/10.1002/cctc.201402943
Publication status	Published - 1 Jan 2015

Keywords

ionic liquids
ligand effects
palladium
phosphane ligands
telomerization

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title = "The multiple roles of imidazolium ionic liquids in transition-metal catalysis: The palladium-catalyzed telomerization of 1,3-butadiene with acetic acid",

abstract = "{\textcopyright} 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. The telomerization of 1,3-butadiene with acetic acid catalyzed by palladium(II) acetate associated with a series of phosphines in 3-(2-methoxyethyl)-1-methylimidazolium acetate was used to investigate the role of the ionic liquid. The ionic liquid plays multiple roles in this reaction as it acts as the solvent, stabilizer, ligand, and cocatalyst. The reaction performed in the presence of Dan2phos, a trifluoromethylated sulfonated triarylphosphine, at 100 °C for 24 h gave a turnover number of 14 600 with 89 % selectivity to telomers at 75 % 1,3-butadiene conversion and complete acetic acid conversion.",

keywords = "ionic liquids, ligand effects, palladium, phosphane ligands, telomerization",

author = "Balbino, {Jo{\~a}o M.} and Daniel Peral and Bay{\~o}n, {J. Carles} and Jairton Dupont",

year = "2015",

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doi = "10.1002/cctc.201402943",

language = "English",

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T1 - The multiple roles of imidazolium ionic liquids in transition-metal catalysis: The palladium-catalyzed telomerization of 1,3-butadiene with acetic acid

AU - Balbino, João M.

AU - Peral, Daniel

AU - Bayõn, J. Carles

AU - Dupont, Jairton

PY - 2015/1/1

Y1 - 2015/1/1

N2 - © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. The telomerization of 1,3-butadiene with acetic acid catalyzed by palladium(II) acetate associated with a series of phosphines in 3-(2-methoxyethyl)-1-methylimidazolium acetate was used to investigate the role of the ionic liquid. The ionic liquid plays multiple roles in this reaction as it acts as the solvent, stabilizer, ligand, and cocatalyst. The reaction performed in the presence of Dan2phos, a trifluoromethylated sulfonated triarylphosphine, at 100 °C for 24 h gave a turnover number of 14 600 with 89 % selectivity to telomers at 75 % 1,3-butadiene conversion and complete acetic acid conversion.

AB - © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. The telomerization of 1,3-butadiene with acetic acid catalyzed by palladium(II) acetate associated with a series of phosphines in 3-(2-methoxyethyl)-1-methylimidazolium acetate was used to investigate the role of the ionic liquid. The ionic liquid plays multiple roles in this reaction as it acts as the solvent, stabilizer, ligand, and cocatalyst. The reaction performed in the presence of Dan2phos, a trifluoromethylated sulfonated triarylphosphine, at 100 °C for 24 h gave a turnover number of 14 600 with 89 % selectivity to telomers at 75 % 1,3-butadiene conversion and complete acetic acid conversion.

KW - ionic liquids

KW - ligand effects

KW - palladium

KW - phosphane ligands

KW - telomerization

U2 - 10.1002/cctc.201402943

DO - 10.1002/cctc.201402943

M3 - Article

SN - 1867-3880

VL - 7

SP - 972

EP - 977

JO - ChemCatChem

JF - ChemCatChem

IS - 6

ER -

The multiple roles of imidazolium ionic liquids in transition-metal catalysis: The palladium-catalyzed telomerization of 1,3-butadiene with acetic acid

Abstract

Keywords

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