Preparation and characterization of a novel benzimidazolium brønsted acid ionic liquid and its application in the synthesis of arylic esters

Yuan Yuan Wang; Wei Li; Cheng Di Xu; Li Yi Dai

doi:10.1002/cjoc.200790019

Preparation and characterization of a novel benzimidazolium brønsted acid ionic liquid and its application in the synthesis of arylic esters

Yuan Yuan Wang^*
, Wei Li
, Cheng Di Xu
, Li Yi Dai

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

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

20 Scopus citations

Abstract

A novel Brønsted acid task specific ionic liquid 1-ethylbenzimidazolium tetrafluoroborate ([Hebim]BF₄) with functional benzimidazolium cation was synthesized and characterized by ¹H NMR, IR, MS spectra and elemental analysis. This novel ionic liquid was successfully used as dual solvent-catalyst for the synthesis of arylic esters. Higher yields were obtained in the presence of [Hebim]BF₄ in comparison with other imidazolium ionic liquids because of the good solubility of the aromatic alcohols and aromatic carboxylic acids in [Hebim]BF₄. The product could be separated conveniently from the reaction system, and the ionic liquid could be easily reused after removal of water under vacuum. After 10 times reuse, the selectivity of the ester was still 100%.

Original language	English
Pages (from-to)	68-71
Number of pages	4
Journal	Chinese Journal of Chemistry
Volume	25
Issue number	1
DOIs	https://doi.org/10.1002/cjoc.200790019
State	Published - Jan 2007

Keywords

Arylic ester
Brønsted acid catalyst
Task specific ionic liquid

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10.1002/cjoc.200790019

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title = "Preparation and characterization of a novel benzimidazolium br{\o}nsted acid ionic liquid and its application in the synthesis of arylic esters",

abstract = "A novel Br{\o}nsted acid task specific ionic liquid 1-ethylbenzimidazolium tetrafluoroborate ([Hebim]BF4) with functional benzimidazolium cation was synthesized and characterized by 1H NMR, IR, MS spectra and elemental analysis. This novel ionic liquid was successfully used as dual solvent-catalyst for the synthesis of arylic esters. Higher yields were obtained in the presence of [Hebim]BF4 in comparison with other imidazolium ionic liquids because of the good solubility of the aromatic alcohols and aromatic carboxylic acids in [Hebim]BF4. The product could be separated conveniently from the reaction system, and the ionic liquid could be easily reused after removal of water under vacuum. After 10 times reuse, the selectivity of the ester was still 100\%.",

keywords = "Arylic ester, Br{\o}nsted acid catalyst, Task specific ionic liquid",

author = "Wang, \{Yuan Yuan\} and Wei Li and Xu, \{Cheng Di\} and Dai, \{Li Yi\}",

year = "2007",

month = jan,

doi = "10.1002/cjoc.200790019",

language = "英语",

volume = "25",

pages = "68--71",

journal = "Chinese Journal of Chemistry",

issn = "1001-604X",

publisher = "John Wiley and Sons Inc",

number = "1",

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TY - JOUR

T1 - Preparation and characterization of a novel benzimidazolium brønsted acid ionic liquid and its application in the synthesis of arylic esters

AU - Wang, Yuan Yuan

AU - Li, Wei

AU - Xu, Cheng Di

AU - Dai, Li Yi

PY - 2007/1

Y1 - 2007/1

N2 - A novel Brønsted acid task specific ionic liquid 1-ethylbenzimidazolium tetrafluoroborate ([Hebim]BF4) with functional benzimidazolium cation was synthesized and characterized by 1H NMR, IR, MS spectra and elemental analysis. This novel ionic liquid was successfully used as dual solvent-catalyst for the synthesis of arylic esters. Higher yields were obtained in the presence of [Hebim]BF4 in comparison with other imidazolium ionic liquids because of the good solubility of the aromatic alcohols and aromatic carboxylic acids in [Hebim]BF4. The product could be separated conveniently from the reaction system, and the ionic liquid could be easily reused after removal of water under vacuum. After 10 times reuse, the selectivity of the ester was still 100%.

AB - A novel Brønsted acid task specific ionic liquid 1-ethylbenzimidazolium tetrafluoroborate ([Hebim]BF4) with functional benzimidazolium cation was synthesized and characterized by 1H NMR, IR, MS spectra and elemental analysis. This novel ionic liquid was successfully used as dual solvent-catalyst for the synthesis of arylic esters. Higher yields were obtained in the presence of [Hebim]BF4 in comparison with other imidazolium ionic liquids because of the good solubility of the aromatic alcohols and aromatic carboxylic acids in [Hebim]BF4. The product could be separated conveniently from the reaction system, and the ionic liquid could be easily reused after removal of water under vacuum. After 10 times reuse, the selectivity of the ester was still 100%.

KW - Arylic ester

KW - Brønsted acid catalyst

KW - Task specific ionic liquid

UR - https://www.scopus.com/pages/publications/33847213865

U2 - 10.1002/cjoc.200790019

DO - 10.1002/cjoc.200790019

M3 - 文章

AN - SCOPUS:33847213865

SN - 1001-604X

VL - 25

SP - 68

EP - 71

JO - Chinese Journal of Chemistry

JF - Chinese Journal of Chemistry

IS - 1

ER -

Preparation and characterization of a novel benzimidazolium brønsted acid ionic liquid and its application in the synthesis of arylic esters

Abstract

Keywords

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