Organic reactions in ionic liquids: Knoevenagel condensation catalyzed by ethylenediammonium diacetate

Ce Su; Zhen-Chu Chen; Qinguo Zheng

doi:10.1055/s-2003-37643

Organic reactions in ionic liquids: Knoevenagel condensation catalyzed by ethylenediammonium diacetate

Ce Su, Zhen-Chu Chen, Qinguo Zheng

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

Abstract

The moisture and air stable ionic liquids 1-butyl-3-methylimidazonium tetrafluoroborate [bmim]BF4 and 1-butyl-3-methylimidazonium hexafluorophosphate [bmim]PF6 were used as ‘green' recyclable alternatives to volatile organic solvents (VOCs) for ethylenediammonium diacetate (EDDA) catalyzed Knoevenagel condensation between aldehydes or ketones with active methylene compounds. Both aldehydes and ketones gave satisfactory results. The ionic liquids containing catalyst EDDA were recycled several times with no decreases in yields and reaction rates. In the case of 2-hydroxybenzaldehyde, the reactions led to the formation of 3-substituted coumarins under standard reaction conditions.

Original language	English
Pages (from-to)	555-559
Number of pages	5
Journal	Synthesis
Volume	2003
Issue number	4
DOIs	https://doi.org/10.1055/s-2003-37643
Publication status	Published - Mar 2003

Keywords

ionic liquid
condensation
ketones
aldehydes
Knoevenagel reaction
active methylene compounds

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10.1055/s-2003-37643

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title = "Organic reactions in ionic liquids: Knoevenagel condensation catalyzed by ethylenediammonium diacetate",

abstract = "The moisture and air stable ionic liquids 1-butyl-3-methylimidazonium tetrafluoroborate [bmim]BF4 and 1-butyl-3-methylimidazonium hexafluorophosphate [bmim]PF6 were used as {\textquoteleft}green' recyclable alternatives to volatile organic solvents (VOCs) for ethylenediammonium diacetate (EDDA) catalyzed Knoevenagel condensation between aldehydes or ketones with active methylene compounds. Both aldehydes and ketones gave satisfactory results. The ionic liquids containing catalyst EDDA were recycled several times with no decreases in yields and reaction rates. In the case of 2-hydroxybenzaldehyde, the reactions led to the formation of 3-substituted coumarins under standard reaction conditions.",

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author = "Ce Su and Zhen-Chu Chen and Qinguo Zheng",

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T1 - Organic reactions in ionic liquids: Knoevenagel condensation catalyzed by ethylenediammonium diacetate

AU - Su, Ce

AU - Chen, Zhen-Chu

AU - Zheng, Qinguo

PY - 2003/3

Y1 - 2003/3

N2 - The moisture and air stable ionic liquids 1-butyl-3-methylimidazonium tetrafluoroborate [bmim]BF4 and 1-butyl-3-methylimidazonium hexafluorophosphate [bmim]PF6 were used as ‘green' recyclable alternatives to volatile organic solvents (VOCs) for ethylenediammonium diacetate (EDDA) catalyzed Knoevenagel condensation between aldehydes or ketones with active methylene compounds. Both aldehydes and ketones gave satisfactory results. The ionic liquids containing catalyst EDDA were recycled several times with no decreases in yields and reaction rates. In the case of 2-hydroxybenzaldehyde, the reactions led to the formation of 3-substituted coumarins under standard reaction conditions.

AB - The moisture and air stable ionic liquids 1-butyl-3-methylimidazonium tetrafluoroborate [bmim]BF4 and 1-butyl-3-methylimidazonium hexafluorophosphate [bmim]PF6 were used as ‘green' recyclable alternatives to volatile organic solvents (VOCs) for ethylenediammonium diacetate (EDDA) catalyzed Knoevenagel condensation between aldehydes or ketones with active methylene compounds. Both aldehydes and ketones gave satisfactory results. The ionic liquids containing catalyst EDDA were recycled several times with no decreases in yields and reaction rates. In the case of 2-hydroxybenzaldehyde, the reactions led to the formation of 3-substituted coumarins under standard reaction conditions.

KW - ionic liquid

KW - condensation

KW - ketones

KW - aldehydes

KW - Knoevenagel reaction

KW - active methylene compounds

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U2 - 10.1055/s-2003-37643

DO - 10.1055/s-2003-37643

M3 - Article

SN - 0039-7881

VL - 2003

SP - 555

EP - 559

JO - Synthesis

JF - Synthesis

IS - 4

ER -

Organic reactions in ionic liquids: Knoevenagel condensation catalyzed by ethylenediammonium diacetate

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