Efficient transformation of CO2 to cyclic carbonates using bifunctional protic ionic liquids under mild conditions

Xianglei Meng, Zhaoyang Ju, Suojiang Zhang, Xiaodong Liang, Nicolas von Solms, Xiaochun Zhang, Xiangping Zhang*

*Corresponding author for this work

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

A series of 1,8-diazabicyclo-[5.4.0]undec-7-ene (DBU) based bifunctional protic ionic liquids (DBPILs) were easily prepared by acid–base reactions at room temperature. They were used to catalyze the cycloaddition reaction of CO2 with epoxides under mild conditions. As a metal free catalyst, the best DBPIL showed a 92% yield of products within 6 hours at 30 °C and 1 bar CO2 without any solvents and co-catalysts. It could afford carbonates in good yields with broad epoxide substrate scope and CO2 from simulated flue gas (15% CO2/85% N2). IR spectroscopy and DFT studies were carried out to investigate the mechanism of the cycloaddition reaction. The results showed that the DBPILs could activate both CO2 and epoxides by alkoxy anions and powerful hydrogen-bonding, which was well consistent with experiments.
Original languageEnglish
JournalGreen Chemistry
Volume21
Issue number12
Pages (from-to)3456-3463
ISSN1463-9262
DOIs
Publication statusPublished - 2019

Cite this

Meng, Xianglei ; Ju, Zhaoyang ; Zhang, Suojiang ; Liang, Xiaodong ; von Solms, Nicolas ; Zhang, Xiaochun ; Zhang, Xiangping. / Efficient transformation of CO2 to cyclic carbonates using bifunctional protic ionic liquids under mild conditions. In: Green Chemistry. 2019 ; Vol. 21, No. 12. pp. 3456-3463.
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title = "Efficient transformation of CO2 to cyclic carbonates using bifunctional protic ionic liquids under mild conditions",
abstract = "A series of 1,8-diazabicyclo-[5.4.0]undec-7-ene (DBU) based bifunctional protic ionic liquids (DBPILs) were easily prepared by acid–base reactions at room temperature. They were used to catalyze the cycloaddition reaction of CO2 with epoxides under mild conditions. As a metal free catalyst, the best DBPIL showed a 92{\%} yield of products within 6 hours at 30 °C and 1 bar CO2 without any solvents and co-catalysts. It could afford carbonates in good yields with broad epoxide substrate scope and CO2 from simulated flue gas (15{\%} CO2/85{\%} N2). IR spectroscopy and DFT studies were carried out to investigate the mechanism of the cycloaddition reaction. The results showed that the DBPILs could activate both CO2 and epoxides by alkoxy anions and powerful hydrogen-bonding, which was well consistent with experiments.",
author = "Xianglei Meng and Zhaoyang Ju and Suojiang Zhang and Xiaodong Liang and {von Solms}, Nicolas and Xiaochun Zhang and Xiangping Zhang",
year = "2019",
doi = "10.1039/c9gc01165j",
language = "English",
volume = "21",
pages = "3456--3463",
journal = "Green Chemistry",
issn = "1463-9262",
publisher = "Royal Society of Chemistry",
number = "12",

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Efficient transformation of CO2 to cyclic carbonates using bifunctional protic ionic liquids under mild conditions. / Meng, Xianglei; Ju, Zhaoyang; Zhang, Suojiang; Liang, Xiaodong; von Solms, Nicolas; Zhang, Xiaochun; Zhang, Xiangping.

In: Green Chemistry, Vol. 21, No. 12, 2019, p. 3456-3463.

Research output: Contribution to journalJournal articleResearchpeer-review

TY - JOUR

T1 - Efficient transformation of CO2 to cyclic carbonates using bifunctional protic ionic liquids under mild conditions

AU - Meng, Xianglei

AU - Ju, Zhaoyang

AU - Zhang, Suojiang

AU - Liang, Xiaodong

AU - von Solms, Nicolas

AU - Zhang, Xiaochun

AU - Zhang, Xiangping

PY - 2019

Y1 - 2019

N2 - A series of 1,8-diazabicyclo-[5.4.0]undec-7-ene (DBU) based bifunctional protic ionic liquids (DBPILs) were easily prepared by acid–base reactions at room temperature. They were used to catalyze the cycloaddition reaction of CO2 with epoxides under mild conditions. As a metal free catalyst, the best DBPIL showed a 92% yield of products within 6 hours at 30 °C and 1 bar CO2 without any solvents and co-catalysts. It could afford carbonates in good yields with broad epoxide substrate scope and CO2 from simulated flue gas (15% CO2/85% N2). IR spectroscopy and DFT studies were carried out to investigate the mechanism of the cycloaddition reaction. The results showed that the DBPILs could activate both CO2 and epoxides by alkoxy anions and powerful hydrogen-bonding, which was well consistent with experiments.

AB - A series of 1,8-diazabicyclo-[5.4.0]undec-7-ene (DBU) based bifunctional protic ionic liquids (DBPILs) were easily prepared by acid–base reactions at room temperature. They were used to catalyze the cycloaddition reaction of CO2 with epoxides under mild conditions. As a metal free catalyst, the best DBPIL showed a 92% yield of products within 6 hours at 30 °C and 1 bar CO2 without any solvents and co-catalysts. It could afford carbonates in good yields with broad epoxide substrate scope and CO2 from simulated flue gas (15% CO2/85% N2). IR spectroscopy and DFT studies were carried out to investigate the mechanism of the cycloaddition reaction. The results showed that the DBPILs could activate both CO2 and epoxides by alkoxy anions and powerful hydrogen-bonding, which was well consistent with experiments.

U2 - 10.1039/c9gc01165j

DO - 10.1039/c9gc01165j

M3 - Journal article

VL - 21

SP - 3456

EP - 3463

JO - Green Chemistry

JF - Green Chemistry

SN - 1463-9262

IS - 12

ER -