Dimethyl carbonate synthesis catalyzed by DABCO-derived basic ionic liquids via transesterification of ethylene carbonate with methanol

Zhen Zhen Yang; Liang Nian He; Xiao Yong Dou; Sébastien Chanfreau

doi:10.1016/j.tetlet.2010.03.114

Dimethyl carbonate synthesis catalyzed by DABCO-derived basic ionic liquids via transesterification of ethylene carbonate with methanol

Zhen Zhen Yang
, Liang Nian He
, Xiao Yong Dou
, Sébastien Chanfreau

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

96 Scopus citations

Abstract

Easily prepared DABCO-derived (1,4-diazobicyclo[2.2.2]octane) basic ionic liquids were developed for an efficient synthesis of dimethyl carbonate (DMC) via the transesterification of ethylene carbonate (EC) with methanol. 1-Butyl-4-azo-1-azoniabicyclo[2.2.2]octane hydroxide ([C₄DABCO]OH) exhibited high catalytic activity and 81% DMC yield together with 90% EC conversion was obtained under mild reaction conditions. Notably, the catalyst could be recycled for four times without loss of catalytic activity. Moreover, a possible mechanism was also discussed.

Original language	English
Pages (from-to)	2931-2934
Number of pages	4
Journal	Tetrahedron Letters
Volume	51
Issue number	21
DOIs	https://doi.org/10.1016/j.tetlet.2010.03.114
State	Published - May 26 2010
Externally published	Yes

Funding

This work was supported by the National Natural Science Foundation of China (Grants Nos. 20672054 , 20872073 ), and Research Fellowship for International Young Scientists from NSFC ( 20950110325 ) and the 111 project ( B06005 ), and the Committee of Science and Technology of Tianjin .

Keywords

Dimethyl carbonate
Ethylene carbonate
Ionic liquid
Transesterification reaction

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10.1016/j.tetlet.2010.03.114

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title = "Dimethyl carbonate synthesis catalyzed by DABCO-derived basic ionic liquids via transesterification of ethylene carbonate with methanol",

abstract = "Easily prepared DABCO-derived (1,4-diazobicyclo[2.2.2]octane) basic ionic liquids were developed for an efficient synthesis of dimethyl carbonate (DMC) via the transesterification of ethylene carbonate (EC) with methanol. 1-Butyl-4-azo-1-azoniabicyclo[2.2.2]octane hydroxide ([C4DABCO]OH) exhibited high catalytic activity and 81\% DMC yield together with 90\% EC conversion was obtained under mild reaction conditions. Notably, the catalyst could be recycled for four times without loss of catalytic activity. Moreover, a possible mechanism was also discussed.",

keywords = "Dimethyl carbonate, Ethylene carbonate, Ionic liquid, Transesterification reaction",

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year = "2010",

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day = "26",

doi = "10.1016/j.tetlet.2010.03.114",

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T1 - Dimethyl carbonate synthesis catalyzed by DABCO-derived basic ionic liquids via transesterification of ethylene carbonate with methanol

AU - Yang, Zhen Zhen

AU - He, Liang Nian

AU - Dou, Xiao Yong

AU - Chanfreau, Sébastien

PY - 2010/5/26

Y1 - 2010/5/26

N2 - Easily prepared DABCO-derived (1,4-diazobicyclo[2.2.2]octane) basic ionic liquids were developed for an efficient synthesis of dimethyl carbonate (DMC) via the transesterification of ethylene carbonate (EC) with methanol. 1-Butyl-4-azo-1-azoniabicyclo[2.2.2]octane hydroxide ([C4DABCO]OH) exhibited high catalytic activity and 81% DMC yield together with 90% EC conversion was obtained under mild reaction conditions. Notably, the catalyst could be recycled for four times without loss of catalytic activity. Moreover, a possible mechanism was also discussed.

AB - Easily prepared DABCO-derived (1,4-diazobicyclo[2.2.2]octane) basic ionic liquids were developed for an efficient synthesis of dimethyl carbonate (DMC) via the transesterification of ethylene carbonate (EC) with methanol. 1-Butyl-4-azo-1-azoniabicyclo[2.2.2]octane hydroxide ([C4DABCO]OH) exhibited high catalytic activity and 81% DMC yield together with 90% EC conversion was obtained under mild reaction conditions. Notably, the catalyst could be recycled for four times without loss of catalytic activity. Moreover, a possible mechanism was also discussed.

KW - Dimethyl carbonate

KW - Ethylene carbonate

KW - Ionic liquid

KW - Transesterification reaction

UR - https://www.scopus.com/pages/publications/77950935904

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DO - 10.1016/j.tetlet.2010.03.114

M3 - Article

AN - SCOPUS:77950935904

SN - 0040-4039

VL - 51

SP - 2931

EP - 2934

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 21

ER -

Dimethyl carbonate synthesis catalyzed by DABCO-derived basic ionic liquids via transesterification of ethylene carbonate with methanol

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