Telomerization of 1,3-Butadiene with Carbon Dioxide: A Highly Efficient Process for δ-Lactone Generation

João M. Balbino; Jairton Dupont; J. Carles Bayón

doi:10.1002/cctc.201701058

Telomerization of 1,3-Butadiene with Carbon Dioxide: A Highly Efficient Process for δ-Lactone Generation

João M. Balbino, Jairton Dupont, J. Carles Bayón

Department of Chemistry

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

12 Citations (Scopus)

Abstract

© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim A very efficient and selective telomerization of 1,3-butadiene with CO2 that leads to the δ-lactone (3-ethylidene-6-vinyltetrahydro-2H-pyran-2-one) was obtained using palladium acetate and tris(p-methoxyphenyl)phosphine as a catalyst in the presence of p-hydroquinone, N,N-diisopropylethylamine, and acetonitrile. A high turnover number of 4500 with 96 % selectivity to the δ-lactone was obtained after 5 h reaction at 70 °C. The reaction was deactivated by the presence of different 1,3-dialkylimidazolium ionic liquids, possibly by the formation of stable and inactive palladium-imidazole-2-ylidene carbenes.

Original language	English
Pages (from-to)	206-210
Journal	ChemCatChem
Volume	10
Issue number	1
DOIs	https://doi.org/10.1002/cctc.201701058
Publication status	Published - 9 Jan 2018

Keywords

ionic liquids
lactones
palladium
polymerization
synthesis design

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abstract = "{\textcopyright} 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim A very efficient and selective telomerization of 1,3-butadiene with CO2 that leads to the δ-lactone (3-ethylidene-6-vinyltetrahydro-2H-pyran-2-one) was obtained using palladium acetate and tris(p-methoxyphenyl)phosphine as a catalyst in the presence of p-hydroquinone, N,N-diisopropylethylamine, and acetonitrile. A high turnover number of 4500 with 96 % selectivity to the δ-lactone was obtained after 5 h reaction at 70 °C. The reaction was deactivated by the presence of different 1,3-dialkylimidazolium ionic liquids, possibly by the formation of stable and inactive palladium-imidazole-2-ylidene carbenes.",

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AU - Dupont, Jairton

AU - Bayón, J. Carles

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AB - © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim A very efficient and selective telomerization of 1,3-butadiene with CO2 that leads to the δ-lactone (3-ethylidene-6-vinyltetrahydro-2H-pyran-2-one) was obtained using palladium acetate and tris(p-methoxyphenyl)phosphine as a catalyst in the presence of p-hydroquinone, N,N-diisopropylethylamine, and acetonitrile. A high turnover number of 4500 with 96 % selectivity to the δ-lactone was obtained after 5 h reaction at 70 °C. The reaction was deactivated by the presence of different 1,3-dialkylimidazolium ionic liquids, possibly by the formation of stable and inactive palladium-imidazole-2-ylidene carbenes.

KW - ionic liquids

KW - lactones

KW - palladium

KW - polymerization

KW - synthesis design

U2 - 10.1002/cctc.201701058

DO - 10.1002/cctc.201701058

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ER -

Telomerization of 1,3-Butadiene with Carbon Dioxide: A Highly Efficient Process for δ-Lactone Generation

Abstract

Keywords

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